Water → 1-Pyrrolidino-1-cyclohexene

HRID 345308Notes

Reaction equation

HRID 345308 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1.O>C1C=CC=CC=1>[N:8]1([C:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=2)[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 7967CyclohexanoneHCID 31268Pyrrolidine

Product 1

HCID 707681-Pyrrolidino-1-cyclohexeneYield 95.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Cyclohexanone (196.3 g) and pyrrolidine (214 g) in benzene (500 ml) were refluxed under nitrogen with a Dean-Stark apparatus, until no more water separated out. The solvents were then evaporated off under nitrogen, and the residual oil was distilled to give 1-(1-pyrrolidinyl)cyclohexene (290 g).

Workup

  1. customseparated out
  2. customThe solvents were then evaporated off under nitrogen
  3. distillationthe residual oil was distilled

Sources & evidence

ORD record
ord-cf667839892a418383ce21ec62dc57f8
Source dataset
uspto-grants-1991_10
Patent number
US05057513

Reaction notes

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