Ethylenediamine → Benzyl N-(2-aminoethyl)carbamate

HRID 711329Notes

Reaction equation

HRID 711329 reaction equation
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:12][CH2:13][CH2:14][NH2:15]>C(Cl)Cl>[NH2:12][CH2:13][CH2:14][NH:15][C:9](=[O:10])[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 10387Benzyl chloroformate

Product 1

HCID 2794257Benzyl N-(2-aminoethyl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of benzylchloroformate (1.3 mL, 9 mmol) in DCM (25 mL) was added over 1.5 h to a solution of 1,2-diaminoethane (6 mL, 90 mmol) in DCM (95 mL) cooled at 0° C. The solution was stirred for 2 h at 0° C., then the solution was washed with brine (40 mL).

Workup

  1. washthe solution was washed with brine (40 mL)

Sources & evidence

ORD record
ord-6521aaeecad747b98b1f45522d72911d
Source dataset
uspto-grants-2015_11
Patent number
US09181259B2

Reaction notes

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