Ethylenediamine → N-BOC-ethylenediamine

HRID 583671Notes

Reaction equation

HRID 583671 reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[O:5](C(OC(C)(C)C)=O)[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=O>C(Cl)(Cl)Cl>[C:6]([NH:3][CH2:2][CH2:1][NH2:4])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:5]

Participants

4

Reactant 2

HCID 3301EthylenediamineHCID 90495Di-tert-butyl dicarbonate

Product 1

HCID 187201N-BOC-ethylenediamine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Ethylenediamine (16-1) (Aldrich) (18.04 g, 0.50 mol) in CHCl3 (200 ml) was treated with a solution of BOC2O (13.1 g, 0.06 moles) in CHCl3 (100 ml) at room temperature over 1 h. This was stirred for 16 h, filtered, and concentrated to give 16-2 as a clear oil.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-f652c197572143c284b9de7af8207151
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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