反应 #355768

ord-9f64c0c2bb9e49708480a838f8468cf6

反应方程式

CC(=O)c1c(C)nc(C)n1C(C)C
5-Acetyl-1-isopropyl-2,4-dimethylimidazole
CC(=O)N(C)C
DMA
Cc1nc(C)n(C(C)C)c1C(=O)C=CN(C)C
title compound
收率 13.0%
Cc1nc(C)n(C(C)C)c1C(=O)C=CN(C)C
5-(3-Dimethylaminoprop-2-en-1-oyl)-1-isopropyl-2,4-dimethylimidazole
收率 13.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度under reflux, under an atmosphere of nitrogen, for 18 hours
  2. 2
    其他The volatiles were evaporated in vacuo
  3. 3
    其他The residue was purified by flash silica chromatography DCM

实验过程

5-Acetyl-1-isopropyl-2,4-dimethylimidazole (Method 8; 3g, 16.5 mmol) was dissolved in a mixture DMF.DMA (100 ml) and the mixture heated under reflux, under an atmosphere of nitrogen, for 18 hours. The volatiles were evaporated in vacuo. The residue was purified by flash silica chromatography DCM:MeOH (increasing in polarity from 100:0 to 95:5) to give the title compound (510 mg, 13%) as an orange oil. NMR 1.38 (d, 6H), 2.18 (s, 3H), 2.30 (s, 3H), 2.83 (s, 3H), 3.08 (s, 3H), 4.72 (q, 1H), 5.21 (d, 1H), 7.46 (d, 1H); m/z 236

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07446105B2uspto-grants-2008_11