Benzylamine → Tert-butyl 3-(benzylimino)cyclohexylcarbamate

HRID 530892Notes

Reaction equation

HRID 530892 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:3]1.[CH2:16]([NH2:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[CH2:16]([N:23]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:3]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 44228975(3-Oxo-cyclohexyl)-carbamic acid tert-butyl ester

Product 1

HCID 67983484Tert-butyl 3-(benzylimino)cyclohexylcarbamate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A reaction mixture of tert-butyl 3-oxocyclohexylcarbamate (4 mmol, 852 mg) and benzylamine (4 mmol, 436 μL) in refluxing toluene (25 mL) in a Dean-Stark apparatus was stirred for overnight. The product, tert-butyl 3-(benzylimino)cyclohexylcarbamate, was obtained after evaporation of solvent.

Sources & evidence

ORD record
ord-c67beb7f762c4bcfb3d68e185e07aaae
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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