反応 #50929

ord-fbd8bd71cb8f49ea9adabc6685f8a2b2

反応方程式

Nc1ccc(C(=O)O)cc1O
4-amino-3-hydroxybenzoic acid
COC(OC)OC
trimethyl orthoformate
O=C(O)c1ccc2ncoc2c1
1,3-benzoxazole-6-carboxylic acid
収率 89.1%

溶媒

反応条件

温度
100°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The mixture is cooled to rt
  2. 2
    ろ過The resulting solution is filtered through a pad of Celite
  3. 3
    濃縮the filtrate is concentrated in vacuo

実験手順

A mixture of 4-amino-3-hydroxybenzoic acid (250 mg, 1.63 mmol) and trimethyl orthoformate (500 μL, 4.57 mmol) are heated in an oil bath at 100° C. for 2 h. The mixture is cooled to rt and diluted with MeOH. The resulting solution is filtered through a pad of Celite, and the filtrate is concentrated in vacuo to give 1,3-benzoxazole-6-carboxylic acid as a brown solid (237 mg, 89%): 1H NMR (DMSO-d6) δ 13.2, 8.9, 8.3, 8.0, 7.9.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06849620B2uspto-grants-2005_02