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

HRID 649363Notes

Reaction equation

HRID 649363 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-e2de9ef27188461fbe5a96ed14093ad8
Source dataset
uspto-grants-1988_04
Patent number
US04739123

Reaction notes

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