Cyclohexylamine → HCID 10469811, compound
Reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:8][CH:9]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:10](Cl)=[O:11]>C(Cl)(Cl)Cl>[CH:1]1([NH:7][C:10](=[O:11])[CH:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[Br:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of cyclohexylamine (10.9 g), triethylemine (11.1 g) and chloroform (200 ml), α-bromophenylacetyl chloride (23.3 g) was added dropwise over 10 minutes under cooling with ice and stirring, and the mixture was refluxed for 10 hours. After cooling by allowing to stand, the reaction mixture was washed with 0.5N hydrochloric acid (100 ml), with 0.5N aqueous solution of sodium hydroxide (100 ml) and with saturated saline solution (100 ml), and then concentrated. The residue was recrystallized from ethyl acetate-ethanol to obtain 12.2 g of title compound as colorless crystals. The mother liquor from recrystallization was concentrated and the residue was purified by means of column chromatography (developing solvent, chloroform:ethanol=20 : 1) to obtain 13.0 g of additional. title compound as colorless crystals (overall yield 85.4%).