반응 #6081

ord-7d6fedb6c5194b37b83c946407de6f1b

반응 방정식

O=C(O)c1ccc(Cl)nc1
6-chloronicotinic acid
CCO
ethanol
C(=NC1CCCCC1)=NC1CCCCC1
dicyclohexylcarbodiimide
CN(C)c1ccccn1
dimethylaminopyridine
CCOC(=O)c1ccc(Cl)nc1
title compound
CCOC(=O)c1ccc(Cl)nc1
Ethyl 6-chloronicotinoate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was heated
  2. 2
    온도at reflux for 2 hours
  3. 3
    온도to cool
  4. 4
    기타solvent removed in vacuo and residue

실험 절차

A mixture of 15.75 g (0.1 mol) 6-chloronicotinic acid, 6.9 g (0.15 mol) ethanol, 22.7 g (0.11 mol) dicyclohexylcarbodiimide and 3.7 g 0.03 mol) dimethylaminopyridine in 200 ml methylene chloride was heated at reflux for 2 hours. The mixture was allowed to cool, solvent removed in vacuo and residue subjected to flash chromatography to give the title compound as a low-melting white solid. PMR (CDCl3): δ1.44 (3 H, t, J~6.2 Hz) 4.44 (2 H, q, J~6.2 Hz), 7.44 (1 H, d, J~8.1 Hz), 8.27 (1 H, dd, J~8.1 Hz, 3 Hz), 9 02 (1 H, d, J3 Hz).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05246962uspto-grants-1993_09