Ethanol → Ethyl difluoro(iodo)acetate

HRID 1276568Notes

Reaction equation

S(F)([O:4][C:5](F)(F)[C:6]([I:9])([F:8])[F:7])(=O)=O.[F-].[K+].[CH2:15]([OH:17])[CH3:16]>>[I:9][C:6]([F:8])([F:7])[C:5]([O:17][CH2:15][CH3:16])=[O:4]

Participants

Reactant 3

HCID 702Ethanol

HCID 522689Potassium Fluoride

HCID 125963651,1,2,2-Tetrafluoro-2-iodoethyl sulfurofluoridate

Product 1

HCID 2737200Ethyl difluoro(iodo)acetateYield 74%

Procedure

Ethyl iododifluoroacetate (73.4 g, 74% yield) could also be prepared from 2-iodo-1,1,2,2-tetrafluoroethyl fluorosulfate (130.4 g, 0.4 mol), potassium fluoride (23.2 g, 0.4 mol) and ethanol (150 mL) according to the procedure described in Experiment (3a).

Sources & evidence

ORD record: ord-ac45c7189159486da81ca204f8df001a
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06166157

Reaction notes

Loading…