반응 #555596

ord-e7eab0a745f94dfca8f3ef4c58702e46

반응 방정식

CCOC(=O)c1c([N+](=O)[O-])ccc(C)c1[N+](=O)[O-]
ethyl 3-methyl-2,6-dinitrobenzoate
CC(=O)N(C)C
DMA
→
CCOC(=O)c1c([N+](=O)[O-])ccc(/C=C/N(C)C)c1[N+](=O)[O-]
(E)-ethyl 3-(2-(dimethylamino)vinyl)-2,6-dinitrobenzoate
수율 58.0%

반응물

CCOC(=O)c1c([N+](=O)[O-])ccc(C)c1[N+](=O)[O-]
ethyl 3-methyl-2,6-dinitrobenzoate
CC(=O)N(C)C
DMA
—
ice water

시약

없음

용매

CN(C)C=O
DMF

반응 조건

온도
100°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과The precipitated solid was filtered
  2. 2
    세척washed with water

실험 절차

A mixture of ethyl 3-methyl-2,6-dinitrobenzoate (35 g, 0.14 mol) and DMA (32 g, 0.27 mol) in DMF (200 mL) was heated at 100° C. for 5 h. The mixture was poured into ice water. The precipitated solid was filtered and washed with water to give (E)-ethyl 3-(2-(dimethylamino)vinyl)-2,6-dinitrobenzoate (25 g, 58%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08623905B2uspto-grants-2014_01