Acetic Anhydride → Acetic acid 5-bromo-2-methyl-benzofuran-3-yl ester

HRID 402917ノート

反応式

HRID 402917 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH:12]([C:14]([OH:16])=O)[CH3:13])=[C:6]([CH:10]=1)C(O)=O.[C:17](OC(=O)C)(=[O:19])[CH3:18].C([O-])(=O)C.[Na+]>>[Br:1][C:2]1[CH:10]=[CH:6][C:5]2[O:11][C:12]([CH3:13])=[C:14]([O:16][C:17](=[O:19])[CH3:18])[C:4]=2[CH:3]=1

参加物

4

反応物 3

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 591920275-Bromo-2-(1-carboxy-ethoxy)-benzoic acid

生成物 1

HCID 59192036Acetic acid 5-bromo-2-methyl-benzofuran-3-yl ester収率 65%

反応条件

温度
150 °C

実験手順

A mixture of 5-bromo-2-(1-carboxy-ethoxy)-benzoic acid (31.2 g, 108 mmol), acetic anhydride (216 mL) and anhydrous sodium acetate (21.8 g, 266 mmol) is heated under reflux (150° C.) for 4 h. After cooling to room temperature the reaction mixture is carefully quenched with ice-cold water (500 mL). A white precipitate is formed which is collected by suction filtration, thoroughly washed with water and dried in vacuo at 45° C. to afford the title compound as a white powder (19.0 g, 70.6 mmol, 65%). MS (ES+): 269 (M(C11H979BrO3)+H)+.

後処理

  1. temperatureis heated
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. customis carefully quenched with ice-cold water (500 mL)
  4. customA white precipitate is formed which
  5. filtrationis collected by suction filtration
  6. washthoroughly washed with water
  7. customdried in vacuo at 45° C.

出典と根拠

ORDレコード
ord-82f087294b6843e5ae0a0ed7ee0e2d4f
出典データセット
uspto-grants-2014_06
特許番号
US08742132B2

反応ノート

読み込み中…