反応 #1265382

ord-db4cb784d74949e89c77ddbd6f5facc2

反応方程式

CC(=O)c1nc(CBr)cs1
Bromide
CC(=O)c1nc(CBr)cs1
1-(4-Bromomethyl-thiazol-2-yl)-ethanone
CC(=O)O
acetic acid
CC(=O)[O-].[K+]
potassium acetate
CC(=O)OCc1csc(C(C)=O)n1
desired product 4a
収率 70.0%
CC(=O)OCc1csc(C(C)=O)n1
Acetic acid 2-acetyl-thiazol-4-ylmethyl ester
収率 70.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄washed with water 3 times
  2. 2
    乾燥The organic layer was dried (Na2SO4)
  3. 3
    濃縮concentrated in vacuo
  4. 4
    その他to give a crude oil that

実験手順

Bromide 3a (4.95 g, 0.0224 mol) was heated with acetic acid (50 mL) and potassium acetate (2.64 g, 0.0269 mol) at 100° C. for 16 h. Diluted with ethyl acetate and washed with water 3 times. The organic layer was dried (Na2SO4) and concentrated in vacuo to give a crude oil that was subjected to flash chromatography (20% ethyl acetate/80% hexanes) to give 2.48 g (70%) of the desired product 4a. 1H NMR (CDCl3) δ 7.8 (s, 1H), 5.2 (s, 2H), 2.8 (s, 3H), 2.2 (s, 3H).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07276502B2uspto-grants-2007_10