Water → 2-Benzylcyclohexan-1-one

HRID 345309

Reaction equation

HRID 345309 reaction equation
N1([CH:6]2[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)CCCC1.[CH2:12](Cl)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[OH2:20]>O1CCOCC1>[C:13]1([CH2:12][CH:6]2[CH2:7][CH2:8][CH2:9][CH2:10][C:11]2=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7503Benzyl ChlorideHCID 139064Pyrrolidine, 1-cyclohexyl-

Product 1

HCID 989452-Benzylcyclohexan-1-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1-(1-pyrrolidinyl)cyclohexane (85.4 g) and benzyl chloride (100 ml) in dioxane (400 ml) was heated under reflux for 23 hours under nitrogen. Water (100 ml) was then added and the brown oil was distilled to give (2RS)-2-phenylmethylcyclohexanone (47.1 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 23 hours under nitrogen
  3. distillationthe brown oil was distilled

Sources & evidence

ORD record
ord-21da1710588a4bcabd47799acedec4b2
Source dataset
uspto-grants-1991_10
Patent number
US05057513

Linked notes

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