Sulfuric Acid → Monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoate

HRID 649362Notes

Reaction equation

HRID 649362 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].[Si](=O)=[O:17].S(=O)(=O)(O)O>>[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:17]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24261SilicaHCID 138276951-Chloromethoxy-1,1-difluoro-2-trifluoromethyl-3,3,3-trifluoropropane

Product 1

HCID 13954659Monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoateYield 92.8%

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 silicon dioxide (50.8 g, 0.85 mol) were charged, and concentrated sulfuric acid (60 g, 0.61 mol) was dropwise added thereto while stirring. The reaction was continued at 110° C. for 21 hours. Then, the reaction mixture was distilled to give monochloromethyl 2-trifluoromethyl-3,3,3-trifluoropropanoate (192.9 g).

Workup

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

Sources & evidence

ORD record
ord-47a2e41ecd81475cbabee4efdf295bf4
Source dataset
uspto-grants-1988_04
Patent number
US04739123

Reaction notes

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