반응 #40341

ord-d99e3ad127f8439ba0849a80a747879b

반응 방정식

CCOC(=O)CNCc1ccccc1
N-benzylglycine ethyl ester
CCOC(=O)CCCCBr
5-bromovaleric acid ethyl ester
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOC(=O)CN(CCCCC(=O)O)Cc1ccccc1
5-(benzyl-ethoxycarbonylmethyl-amino)-pentanoic acid
수율 30.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction is quenched with saturated aqueous ammonium chloride solution, and extraction
  2. 2
    건조After drying over sodium sulphate the combined organic phases
  3. 3
    농축are concentrated by evaporation

실험 절차

N-benzylglycine ethyl ester (1.87 ml) and 5-bromovaleric acid ethyl ester (1.92 ml) are dissolved in dimethylformamide (100 ml) and stirred in the presence of potassium carbonate (1.66 g) for 2 days at room temperature. The reaction is quenched with saturated aqueous ammonium chloride solution, and extraction is carried out with ethyl acetate. After drying over sodium sulphate the combined organic phases are concentrated by evaporation. From the obtained residue, 5-(benzyl-ethoxycarbonylmethyl-amino)-pentanoic acid is isolated in a yield of 30% by chromatography using silica gel (ethyl acetate/heptane 1:5).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07727979B2uspto-grants-2010_06