Preparation of methane sulfonyl fluoride

Claim 2

THE PROCESS FOR PREPARING AND RECOVERING METHANE SULFONYL FLUORIDE COMPRISING THE FOLLOWING STEPS: A. MIXNG SUBSTANTIALLY EQUIMOLAR AMOUNTS OF METHANE SULFONYL CHLORIDE AND POTASSIUM FLUORIDE, SAID POTASSIUM FLUORIDE BEING DISSOLVED IN ABOUT 12 TO 24 MOLES OF WATER PER MOLE OF POTASSIUM FLUORIDE, WHILE MAINTAINING THE REACTION MIXTURE IN THE LIQUID STATE AT A TEMPERATURE NOT EXCEEDING ABOUT 50*C. UNTIL THE METHANE SULFONYL CHLORIDE HAS REACTED, AND B. SEPARATING FROM THE REACTION MIXTURE AN OIL LAYER (O-1) CONTAINING MOST OF THE METHANE SULFONYL FLUORIDE FROM A WATER LAYER (W-1) CONTAINING BY-PRODUCT POTASSIUM CHLORIDE AND A MINOR AMOUNT OF METHANE SULFONYL FLUORIDE AND C. SUBJECTING OIL LAYER (O-1) TO DISTILLATION TO PRODUCE AN INITIAL DISTILLATE WHICH UPON CONDENSING SEPARATES INTO A WATER LAYER (W-2) CONTAINING A MINOR AMOUNT OF DISSOLVED MTHANE SULFONYL FLUORIDE AND AN OIL LAYER (O-2) CONSISTING OF METHANE SULFONYL FLUORIDE, WITHDRAWING THE CONDENSED WATER LAYER (W-2) FROM THE SAID DISTILLATION AND, THEREAFTER RECYCLING IT TO DISSOLVE POTASSIUM FLUORIDE IN STEP A OF THE PROCESS, WHILE RETURNING THE CONDENSED OIL LAYER (O-2) CONTAINING METHANE SULFONYL FLUORIDE AS REFLUX TO THE SAID DISTILLATION STEP C UNTIL NO MORE WATER APPEARS IN THE DISTILLATE AND THEREAFTER WITHDRAWING A DISTILLATE AT AN OVERHEAD TEMPERATURE OF 125*C. OF PURE METHANE SULFONYL FLUORIDE, AND D. SUBJECTING WATER LAYER (W-1) OBTAINED IN STEP A TO DISTILLATION TO PRODUCE AN INITIAL DISTILLATE WHICH UPON CONDENSING SEPARATES INTO A WATER LAYER (W-3) CONTAINING DISSOLVED MTHANE SULFONYL FLUORDIE AND AN OIL LAYER (O-3) CONSISTING OF METHANE SULFONYL FLUORIDE AND A MINOT AMOUNT OF WATER, WITHDRAWING THE SAID CONDENSED OIL LAYER (O-3) OF METHANE SULFONYL FLUORIDE AND WATER AND RECYCLING IT OT OIL LAYER (O-1) TO BE DISTILLED IN STEP C, WHILE RETURNING SAID WATER LAYER W-3) AS REFLUX TO DISTILLATION STEP D UNTIL NO MORE METHANE SULFONYL FLUORIDE APPEARS IN THE DISTILLATE, AND THEREAFTER DISCONTINUING DISTILLATION STEP D, AND DISCARDING THE AQUEOUS STILL BOTTOMS CONTAINING DISSOLVED POTASSIUM CHLORIDE.

Claim 3

The process of claim 1 in which the methane sulfonyl chloride is added to the aqueous solution of potassium fluoride.

Claim 4

In the reaction of methane sulfonyl chloride with an aqueous solution of potassium fluoride to produce methane sulfonyl fluoride the improvement comprising mixing substantially equimolar amounts of methane sulfonyl chloride and potassium fluoride, said potassium fluoride being dissolved in about 12 to 24 moles of water per mole of potassium fluoride, while maintaining the reaction mixture in the liquid state at a temperature not exceeding about 50*C. until the methane sulfonyl chloride has reacted.

Claim 5

In the reaction of methane sulfonyl chloride with an aqueous solution of potassium fluoride to produce methane sulfonyl fluoride the improvement comprising mixing substantially equimolar amounts of methane sulfonyl chloride and potassium fluoride, said potassium fluoride being dissolved in about 12 to 24 moles of water per mole of potassium fluoride, while maintaining the reaction mixture in the liquid state at a temperature not exceeding about 50*C. until the methane sulfonyl chloride has reacted.

Claim 6

The reaction of claim 3 in which the methane sulfonyl chloride is added to the aqueous solution of potassium fluoride.

Claim 7

The process for preparing and recovering methane sulfonyl fluoride comprising the following steps: a. Mixing methane sulfonyl chloride with about 2 to 5% molar excess of potassium fluoride with respect to methane sulfonyl chloride, said potassium fluoride being dissolved in about 12 to 24 moles of water per mole of potassium fluoride, while maintaining the reaction mixture in the liquid state at a temperature not exceeding about 50*C. until the methane sulfonyl chloride has reacted, and b. Separating from the reaction mixture an oil layer (O-1) containing most of the methane sulfonyl fluoride from a water layer (W-1) containing by-product potassium chloride and a minor amount of methane sulfonyl fluoride, and c. Subjecting oil layer (O-1) to distillation to produce an initial distillate which upon condensing separates into a water layer (W-2) containing a minor amount of dissolved methane sulfonyl fluoride and an oil layer (O-2) consisting of methane sulfonyl fluoride, withdrawing the condensed water layer (W-2) from the said distillation and, thereafter recycling it to dissolve potassium fluoride in Step A of the process, while returning the condensed oil layer (O-2) containing methane sulfonyl fluoride as reflux to the said distillation Step C until no more water appears in the distillate and thereafter withdrawing a distillate at an overhead temperature of 125*C. of pure methane sulfonyl fluoride, and d. Subjecting water layer (W-1) obtained in Step A to distillation to produce an initial distillate which upon condensing separates into a water layer (W-3) containing dissolved methane sulfonyl fluoride and an oil layer (O-3) consisting of methane sulfonyl fluoride and a minor amount of water, withdrawing the said condensed oil layer (O-3) of methane sulfonyl fluoride and water and recycling it to oil layer (O-1) to be distilled in Step C, while returning said water layer (W-3) as reflux to distillation Step D until no more methane sulfonyl fluoride appears in the distillate, and thereafter discontinuing distillation Step D, and discarding the aqueous still bottoms containing dissolved potassium chloride.

Claim 8

The process for preparing and recovering methane sulfonyl fluoride comprising the following steps: a. Mixing methane sulfonyl chloride with about 2 to 5% molar excess of potassium fluoride with respect to methane sulfonyl chloride, said potassium fluoride being dissolved in about 12 to 24 moles of water per mole of potassium fluoride, while maintaining the reaction mixture in the liquid state at a temperature not exceeding about 50*C. until the methane sulfonyl chloride has reacted, and b. Separating from the reaction mixture an oil layer (O-1) containing most of the methane sulfonyl fluoride from a water layer (W-1) containing by-product potassium chloride and a minor amount of methane sulfonyl fluoride, and c. Subjecting oil layer (O-1) to distillation to produce an initial distillate which upon condensing separates into a water layer (W-2) containing a minor amount of dissolved methane sulfonyl fluoride and an oil layer (O-2) consisting of methane sulfonyl fluoride, withdrawing the condensed water layer (W-2) from the said distillation and, thereafter recycling it to dissolve potassium fluoride in Step A of the process, while returning the condensed oil layer (O-2) containing methane sulfonyl fluoride as reflux to the said distillation Step C until no more water appears in the distillate and thereafter withdrawing a distillate at an overhead temperature of 125*C. of pure methane sulfonyl fluoride, and d. Subjecting water layer (W-1) obtained in Step A to distillation to produce an initial distillate which upon condensing separates into a water layer (W-3) containing dissolved methane sulfonyl fluoride and an oil layer (O-3) consisting of methane sulfonyl fluoride and a minor amount of water, withdrawing the said condensed oil layer (O-3) of methane sulfonyl fluoride and water and recycling it to oil layer (O-1) to be distilled in Step C, while returning said water layer (W-3) as reflux to distillation Step D until no more methane sulfonyl fluoride appears in the distillate, and thereafter discontinuing distillation Step D, and discarding the aqueous still bottoms containing dissolved potassium chloride.

Claim 9

In the reaction of methane sulfonyl chloride with an aqueous solution of potassium fluoride to produce methane sulfonyl fluoride the impRovement comprising mixing methane sulfonyl chloride with about 2 to 5% molar excess of potassium fluoride with respect to methane sulfonyl chloride, said potassium fluoride being dissolved in about 12 to 24 moles of water per mole of potassium fluoride, while maintaining the reaction mixture in the liquid state at a temperature not exceeding about 50*C. until the methane sulfonyl chloride has reacted.

Claim 10

In the reaction of methane sulfonyl chloride with an aqueous solution of potassium fluoride to produce methane sulfonyl fluoride the impRovement comprising mixing methane sulfonyl chloride with about 2 to 5% molar excess of potassium fluoride with respect to methane sulfonyl chloride, said potassium fluoride being dissolved in about 12 to 24 moles of water per mole of potassium fluoride, while maintaining the reaction mixture in the liquid state at a temperature not exceeding about 50*C. until the methane sulfonyl chloride has reacted.