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ChemicalBook CAS DataBase List (3-Cyclopropylbenzyl)amine

(3-Cyclopropylbenzyl)amine synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with hydrogen;nickel in methanol at 20; for 2 h;

Steps:

D2.b

A solution of 7.64 g (40 mmol) 3-cyclopropyl-benzonitrile in 400 ml MeOH is stirred at rt in the presence of 20 g Raney-Ni under a hydrogen atmosphere for 2 h. The catalyst is filtered off and the filtrate evaporated. The residue is dissolved in 160 ml 1 M HCl and extracted with DCM (2×160 ml). The acidic aqueous phase is basified with 4 M aqueous ammonia and extracted with DCM (2×160 ml). The combined organic layers are washed with 160 ml water, dried over sodium sulfate and evaporated to give 2.93 g of the desired product as colorless oil.Rf: (DCM/MeOH=90/10): 0.17MS (ES+): 148=[M+H]+ 1H-NMR (400 MHz, d6-DMSO): 8.23 (br s, 2H), 7.28-7.14 (m, 3H), 7.10-7.05 (m, 1H), 3.94 (s, 2H), 1.95-1.87 (m, 1H), 1.00-0.92 (m, 2H), 0.73-0.66 (m, 2H).

References:

US2008/132477,2008,A1 Location in patent:Page/Page column 49

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