Water → Cyclohexanone, 2-[2-oxo-2-[3-(trifluoromethyl)phenyl]ethyl]-

HRID 1973457Notes

Reaction equation

HRID 1973457 reaction equation
N1([C:6]2[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]=2)CCCC1.[F:12][C:13]([F:25])([F:24])[C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][CH:23]=1)[C:17](=[O:20])[CH2:18]Br.C1(C)C=CC=CC=1.[OH2:33]>>[F:12][C:13]([F:25])([F:24])[C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][CH:23]=1)[C:17](=[O:20])[CH2:18][CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11][C:6]1=[O:33]

Participants

5

Reactant 4

HCID 962WaterHCID 1140TolueneHCID 707681-Pyrrolidino-1-cyclohexeneHCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one

Product 1

HCID 12270334Cyclohexanone, 2-[2-oxo-2-[3-(trifluoromethyl)phenyl]ethyl]-

Procedure

A stirred mixture of 15.9 g (0.11 mole) of 1-pyrrolidino-1-cyclohexene, 28.0 g (0.11 mole) of m-trifluoromethylphenacyl bromide, and 100 ml. of toluene is heated under reflux for 2 hours, diluted with water, and refluxed for 2 hours. The layers are separated, and the organic phase is dried and concentrated to a liquid. Distillation provides 2-(m-trifluoromethylphenacyl)cyclohexanone as a liquid, b.p. 137°-138° C. (0.075 mm).

Workup

  1. temperatureunder reflux for 2 hours
  2. temperaturerefluxed for 2 hours
  3. customThe layers are separated
  4. customthe organic phase is dried
  5. concentrationconcentrated to a liquid
  6. distillationDistillation

Sources & evidence

ORD record
ord-add963fdf7df4db490ada7eefc272650
Source dataset
uspto-grants-1976_12
Patent number
US03997557

Reaction notes

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