Potassium Carbonate → 118138-22-0

HRID 2248026Notes

Reaction equation

HRID 2248026 reaction equation
C([O:4][CH2:5][C@H:6]1[C@H:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:7]1([F:16])[F:15])(=O)C.C([O-])([O-])=O.[K+].[K+]>CO>[F:15][C:7]1([F:16])[C@@H:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C@@H:6]1[CH2:5][OH:4]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 12575330HCID 12575330, compound

Product 1

HCID 13201700118138-22-0Yield 96.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of trans-1-acetoxymethyl-2,2-difluoro-3-phenylcyclopropane (9.7 mmol, prepare according to Kobayashi et al. J. Org. Chem, 1982, 47, 3232) in methanol (50 mL) was added K2CO3 (1.34 g, 9.7 mmol) and the reaction was stirred for 20 mins. The solution was then decanted from the solids and concentrated. The residue was purified by column chromatography (silica gel, ether:hexanes, 35:65) to afford 1.72 g (96%) of trans-2,2-difluoro-1-hydroxymethyl-3-phenylcyclopropane.

Workup

  1. customThe solution was then decanted from the solids
  2. concentrationconcentrated
  3. customThe residue was purified by column chromatography (silica gel, ether:hexanes, 35:65)

Sources & evidence

ORD record
ord-f4696e46874145aaa3f7ff987799072f
Source dataset
uspto-grants-1991_08
Patent number
US05037853

Reaction notes

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