Potassium Carbonate → 3-Phenylbenzo[b]thiophene-2-carboxylic acid methyl ester

HRID 1186705

反応式

HRID 1186705 の反応式
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=O.[SH:16][CH2:17][C:18]([O:20][CH3:21])=[O:19].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:10]1([C:8]2[C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[S:16][C:17]=2[C:18]([O:20][CH3:21])=[O:19])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 676502-Fluorobenzophenone

生成物 1

HCID 227635043-Phenylbenzo[b]thiophene-2-carboxylic acid methyl ester収率 23%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

To a stirring solution of (2-fluorophenyl)(phenyl)methanone 87 (2 g, 9.99 mmol) and methyl 2-mercaptoacetate in DMF (30 mL) was added potassium carbonate (4.14 g, 30.0 mmol) and the reaction mixture was stirred at 70° C. for 16 h. The solvent was removed under reduced pressure and the resulting residue was diluted with ethyl acetate and washed with water. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure to afford methyl 3-phenylbenzo[b]thiophene-2-carboxylate 88 as a white oily solid (0.62 g, 23% yield) after purification by ISCO (0 to 40% ethyl acetate in hexane). LRMS (ESI): (calc) 268.33 (found) 269.156 (MH)+

後処理

  1. customThe solvent was removed under reduced pressure
  2. additionthe resulting residue was diluted with ethyl acetate
  3. washwashed with water
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-230ec06c43ee4cfe8bc693c3daad4eb5
出典データセット
uspto-grants-2014_03
特許番号
US08673911B2

関連ノート

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