p-Toluenesulfonic acid → Methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate

HRID 415214

反応式

HRID 415214 の反応式
O[C:2]1[C:11]([NH:12][C:13](=[O:21])[C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=2)=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:16]1([CH3:20])[CH:17]=[CH:18][CH:19]=[C:14]([C:13]2[O:21][C:2]3[C:3]([C:4]([O:6][CH3:7])=[O:5])=[CH:8][CH:9]=[CH:10][C:11]=3[N:12]=2)[CH:15]=1

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 66620977HCID 66620977、化合物

生成物 1

HCID 66620979Methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate収率 64%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Methyl 2-hydroxy-3-(3-methylbenzamido)benzoate (1.8 mg, 6.29 mmol) and 4-methylbenzenesulfonic acid (1.61 g, 9.4 mmol) were added to toluene (10 mL) and the mixture was stirred at reflux for 10 hr. The resulting mixture was extracted with ethyl acetate (100 mL×4) and concentrated to obtain methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate as a solid (120 mg, yield 64%). LC-MS (ESI) m/z 269 [M+1]−.

後処理

  1. temperatureat reflux for 10 hr
  2. extractionThe resulting mixture was extracted with ethyl acetate (100 mL×4)
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-909b4d09b6e147c6a58b24f2f71ff5c4
出典データセット
uspto-grants-2012_01
特許番号
US08088760B2

関連ノート

読み込み中…