Chlorotrimethylsilane → Trimethylsilyl 2,2-difluoro-2-(fluorosulfonyl)acetate

HRID 1728162Notes

Reaction equation

HRID 1728162 reaction equation
[CH3:1][Si:2](Cl)([CH3:4])[CH3:3].[F:6][S:7]([C:10]([F:15])([F:14])[C:11]([OH:13])=[O:12])(=[O:9])=[O:8]>>[F:6][S:7]([C:10]([F:15])([F:14])[C:11]([O:13][Si:2]([CH3:4])([CH3:3])[CH3:1])=[O:12])(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 27375162,2-Difluoro-2-(fluorosulfonyl)acetic acid

Product 1

HCID 2778022Trimethylsilyl 2,2-difluoro-2-(fluorosulfonyl)acetateYield 75.6%

Procedure

Under argon protection and at 0° C., trimethylsilyl chloride (11.5 g, 106 mmol) was added dropwise slowly into 2-(fluorosulphonyl)difluoroacetic acid (5 g, 28 mmol). Then the mixture was stirred over weekend at r.t. Then the solvent was removed to give 5.3 g crude product as a liquid.

Workup

  1. customThen the solvent was removed

Sources & evidence

ORD record
ord-d2a5c7688f504bd28da986a9cc16b74b
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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