Ethyl orthoformate → 1,3-Benzoxazole-5-carboxylic acid

HRID 626217ノート

反応式

HRID 626217 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[OH:11])[C:5]([OH:7])=[O:6].[CH:12](OCC)(OCC)OCC>>[O:11]1[C:10]2[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=2[N:1]=[CH:12]1

参加物

3

反応物 2

HCID 31214Ethyl orthoformateHCID 650833-Amino-4-hydroxybenzoic acid

生成物 1

HCID 190067671,3-Benzoxazole-5-carboxylic acid収率 92%

実験手順

A mixture of 3-amino-4-hydroxybenzoic acid (8.0 g, 1.0 eq) and 60 mL CH(OEt)3 was heated to reflux for 3 h, and then cooled to rt. The remaining CH(OEt)3 was removed under reduced pressure to give the desired product (7.8 g, 92%). 1H NMR (400 MHz, DMSO-d6) δ 13.00 (brs, 1H), 8.85 (s, 1H), 8.30 (s, 1H), 8.03 (d, J=8.8 Hz, 1H), 7.85 (d, J=8.8 Hz, 1H).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 3 h
  3. customThe remaining CH(OEt)3 was removed under reduced pressure

出典と根拠

ORDレコード
ord-3328fabf694640e6b5b931e5acca3048
出典データセット
uspto-grants-2016_04
特許番号
US09309211B2

反応ノート

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