Ethylenediamine → N-BOC-ethylenediamine

HRID 582685Notes

Reaction equation

HRID 582685 reaction equation
[NH2:1][CH2:2][CH2:3][NH2:4].[O:5](C(OC(C)(C)C)=O)[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=O>C(Cl)Cl>[C:9]([O:8][C:6]([NH:1][CH2:2][CH2:3][NH2:4])=[O:5])([CH3:12])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 90495Di-tert-butyl dicarbonate

Product 1

HCID 187201N-BOC-ethylenediamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 1,2-diaminoethane 2-3 (50 g, 832 mmol) and CH2Cl2 (500 ml) was added a solution of BOC2O (45 g, 208 mmole) in CH2Cl2 (100 ml) dropwise over a 3 h period. After 20 h, the reaction was filtered and then the filtrate was concentrated at 60° C. to furnish amine 2-4 as a colorless oil.

Workup

  1. filtrationthe reaction was filtered
  2. concentrationthe filtrate was concentrated at 60° C.

Sources & evidence

ORD record
ord-37b2f9bea63043579219caeca1e6a6e3
Source dataset
uspto-grants-1999_07
Patent number
US05925655

Reaction notes

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