تفاعل #161015

ord-050f191e5c464d6a958de36a7bc31fa1

معادلة التفاعل

CCOC(C)=O
Ethyl acetate
NC1(C(=O)O)CCCCC1
1-aminocyclohexanecarboxylic acid
CCN(CC)CC
triethylamine
CN(C)C=O
dimethylformamide
O=C(NC1(C(=O)O)CCCCC1)c1ccc(=O)oc1
title compound
المردود 60.0%
O=C(NC1(C(=O)O)CCCCC1)c1ccc(=O)oc1
1-[[(2-Oxo-2H-pyran-5-yl)carbonyl]amino]cyclohexanecarboxylic acid
المردود 60.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلthe mixture was washed with a 10% aqueous potassium hydrogensulfate solution
  2. 2
    تجفيفAfter it was dried with anhydrous sodium sulfate
  3. 3
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure

الإجراء التجريبي

2.37 g (10 mmol) of 5-coumalincarboxylic acid N-hydroxysuccinimide ester and a solution of 1.43 g (10 mmol) of 1-aminocyclohexanecarboxylic acid and 3.04 g (30 mmol) of triethylamine in 20 ml of dimethylformamide were stirred overnight. Ethyl acetate was added to the reaction solution, and the mixture was washed with a 10% aqueous potassium hydrogensulfate solution and then saturated brine. After it was dried with anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain 1.42 g (60%) of the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08829209B2uspto-grants-2014_09