Hydrochloric Acid → Ethyl benzo[b]thiophene-5-carboxylate

HRID 250243ノート

反応式

HRID 250243 の反応式
Cl.[S:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]([OH:13])=[O:12])=[CH:10][C:5]=2[CH:4]=[CH:3]1.[CH2:14](O)[CH3:15]>>[CH2:14]([O:12][C:11]([C:9]1[CH:8]=[CH:7][C:6]2[S:2][CH:3]=[CH:4][C:5]=2[CH:10]=1)=[O:13])[CH3:15]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 27954441-Benzothiophene-5-carboxylic acid

生成物 1

HCID 14792358Ethyl benzo[b]thiophene-5-carboxylate収率 89%

反応条件

温度
80 °C

実験手順

A saturated solution of HCl in ethanol (15 mL) is added to benzothiophene-5-carboxylic acid (1 g, 5.44 mmol) and the reaction mixture is stirred at 80° C. overnight. The solvent is removed under reduced pressure and diethyl ether and saturated sodium bicarbonate are added to the residue. The layers are separated. The organic layer is washed with saturated sodium bicarbonate and water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to yield the title compound (1.0 g, 89%) as a pale brown oil. 1H NMR (CDCl3): δ 8.54 (s, 1H), 8.01 (d, 1H, J=8.1 Hz), 7.92 (d, 1H, J=8.1 Hz), 7.51 (d, 1H, J=5.4 Hz), 7.42 (d, 1H, J=5.4 Hz), 4.42 (c, 2H, J=6.8 Hz), 1.43 (t, 3H, J=6.8 Hz).

後処理

  1. customThe solvent is removed under reduced pressure and diethyl ether and saturated sodium bicarbonate
  2. additionare added to the residue
  3. customThe layers are separated
  4. washThe organic layer is washed with saturated sodium bicarbonate and water
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a58832ce62644a6bbb2b60a0d4f2fd8f
出典データセット
uspto-grants-2011_01
特許番号
US07863302B2

反応ノート

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