Water → Monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoate

HRID 35386

Reaction equation

HRID 35386 reaction equation
[Cl:1][CH2:2][O:3][C:4](F)(F)[CH:5]([C:10]([F:13])([F:12])[F:11])[C:6]([F:9])([F:8])[F:7].O.S(=O)(=O)(O)[OH:18]>>[F:7][C:6]([F:9])([F:8])[CH:5]([C:10]([F:13])([F:12])[F:11])[C:4]([O:3][CH2:2][Cl:1])=[O:18]

Participants

4

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 138276951-Chloromethoxy-1,1-difluoro-2-trifluoromethyl-3,3,3-trifluoropropane

Product 1

HCID 13954659Monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoateYield 101.1%

Procedure

In a four necked 1 liter flask equipped with a thermometer, a condenser and a stirrer, 1-chloromethoxy-1,1-difluoro-2-trifluoromethyl-3,3,3-trifluoropropane (276.6 g, 1.04 mol) and water (18.7 g, 1.04 mol) were charged, and concentrated sulfuric acid (74.8 g, 0.76 mol) was dropwise added thereto while stirring The reaction was continued at 110° C. for 20 hours. Then, the reaction mixture was distilled to give monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoate (187.8 g).

Workup

  1. additionwere charged
  2. distillationThen, the reaction mixture was distilled

Sources & evidence

ORD record
ord-e4070553ddc946cb8b5dbbc6afa5647f
Source dataset
uspto-grants-1988_08
Patent number
US04766238

Linked notes

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