Cyclohexanone → Cyclohexanamine, N,N-dipropyl

HRID 430858Notes

Reaction equation

HRID 430858 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:8]([NH:11][CH2:12][CH2:13][CH3:14])[CH2:9][CH3:10]>ClCCl>[CH2:8]([N:11]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[CH2:12][CH2:13][CH3:14])[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 7967CyclohexanoneHCID 8902Dipropylamine

Product 1

HCID 524233Cyclohexanamine, N,N-dipropyl

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Cyclohexanone (0.415 cm3, 4.0 mmol), di-n-propylamine (0.548 cm3, 4.0 mmol) and [Ir(COD)(dppb)][PF6] (0.070 g, 2 mol %) were reacted in dichloromethane at 20° C. for 24 hrs, at approx. 1 bar H2. The yield of N,N-di-n-propylcyclohexylamine obtained was 43.5%.

Sources & evidence

ORD record
ord-b1497627dc0543f89d0b766648a5fdec
Source dataset
uspto-grants-2001_11
Patent number
US06323370B1

Reaction notes

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