Hydrogen Cyanide → Ethyl N-(alpha-Cyanobenzyl)-1-Aminocyclopropane Carboxylate

HRID 1758208Notes

Reaction equation

HRID 1758208 reaction equation
[CH:1]#[N:2].[CH:3](=[N:10][C:11]1([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:13][CH2:12]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[C:1]([CH:3]([NH:10][C:11]1([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:12][CH2:13]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)#[N:2]

Participants

4

Reactant 2

HCID 768Hydrogen CyanideHCID 12783664Ethyl 1-[(E)-benzylideneamino]cyclopropane-1-carboxylate

Product 1

HCID 20509670Ethyl N-(alpha-Cyanobenzyl)-1-Aminocyclopropane CarboxylateYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Liquid HCN (2.4 ml; 0.062 M) was added to a solution of ethyl N-benzylidene-1-aminocyclopropane carboxylate (5.61 g, obtained as described in Example 1) in ethanol (25 ml) at room temperature. The solution was stirred at room temperature for forty eight hours; subsequently the excess ethanol was evaporated. The desired product was obtained in a yield of 100% (6.3 g).

Workup

  1. customsubsequently the excess ethanol was evaporated

Sources & evidence

ORD record
ord-4e8c6a4c35d94407b130d7dcda03c120
Source dataset
uspto-grants-1983_02
Patent number
US04372776

Reaction notes

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