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

HRID 250243노트

반응식

HRID 250243 반응식
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]

참가 물질

4

반응물 3

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

생성물 1

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

반응 조건

온도
80 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a58832ce62644a6bbb2b60a0d4f2fd8f
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863302B2

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