Cyclohexanone → butyl-cyclohexylideneamine

HRID 1994239Notes

Reaction equation

HRID 1994239 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[C:6]1(=O)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>C1(C)C=CC=CC=1>[CH2:1]([N:5]=[C:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 7967CyclohexanoneHCID 8007Butylamine

Product 1

HCID 11789415butyl-cyclohexylideneamineYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1-Butylamine (9.88 mL, 0.1 mol) and toluene (15 mL) was added to cyclohexanone (10.36 mL, 0.1 mol) and the reaction mixture was heated under reflux for 24 h under dehydration condition by using Dienstark reflux condenser packing molecular sieves 4A. After the reaction mixture was cooled to room temperature, evaporated under reduced pressure. The residue was distilled under reduced pressure (2 mmHg) at 64° C. to give butyl-cyclohexylideneamine (1-015-01) (12.8 g, 84%) as a colorless oil.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 24 h under dehydration condition
  3. temperaturereflux condenser
  4. customevaporated under reduced pressure
  5. distillationThe residue was distilled under reduced pressure (2 mmHg) at 64° C.

Sources & evidence

ORD record
ord-7c6f3fbbb29e49bda44cd8d9ae79cf9f
Source dataset
uspto-grants-2010_01
Patent number
US07652141B2

Reaction notes

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