tert-Butyl (4-chlorobutyl)carbamate → Diethyl 2-(4-((tert-butoxycarbonyl)amino)butyl)malonate

HRID 2072820Notes

Reaction equation

HRID 2072820 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12]Cl)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:14]([O:17][CH2:18][CH3:19])(=[O:16])[CH3:15].[OH2:20]>>[CH2:18]([O:17][C:14](=[O:16])[CH:15]([C:6]([O:5][CH2:1][CH3:2])=[O:20])[CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH3:19]

Participants

3

Reactant 2

HCID 19758183tert-Butyl (4-chlorobutyl)carbamateHCID 22728543Water ethylacetate

Product 1

HCID 53641101Diethyl 2-(4-((tert-butoxycarbonyl)amino)butyl)malonate

Procedure

N-[(tert-butoxy)carbonyl]-4-chloro-butylamine (2.5 g, 0.012 mol) is then gradually added to the resulting mixture at room temperature. The reaction mixture is stirred at room temperature for 2 hours and at the reflux temperature for 6 hours, and then poured into ethyl acetate/water (1/1, v/v) (100 ml). The organic phase is separated, washed several times with water, and dried over MgSO4.

Workup

  1. customThe organic phase is separated
  2. washwashed several times with water
  3. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-0b0cc111c0634abcb66deed5e4ca8dc8
Source dataset
uspto-grants-1990_04
Patent number
US04914226

Reaction notes

Loading…