Acetyl chloride → Ethyl benzo[b]thiophene-7-carboxylate

HRID 2261819노트

반응식

HRID 2261819 반응식
[C:1](Cl)(=[O:3])[CH3:2].[S:5]1[CH:9]=[CH:8][C:7]2[CH:10]=[CH:11][CH:12]=[C:13]([C:14](O)=[O:15])[C:6]1=2>C(O)C>[CH2:1]([O:3][C:14]([C:13]1[C:6]2[S:5][CH:9]=[CH:8][C:7]=2[CH:10]=[CH:11][CH:12]=1)=[O:15])[CH3:2]

참가 물질

4

반응물 2

HCID 6367Acetyl chlorideHCID 142350731-Benzothiophene-7-carboxylic acid

생성물 1

HCID 49758023Ethyl benzo[b]thiophene-7-carboxylate수율 92%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Acetyl chloride (14.8 mmol; 1.05 mL) is added to a solution of benzo[b]thiophene-7-carboxylic acid (4.94 mmol; 880 mg) in ethanol (20 mL) and the mixture is stirred at reflux for 24 h. The solvent is removed. Ethyl acetate is added to the residue and the resulting solution is washed with water, dried (Na2SO4), filtered and concentrated to obtain the title compound (880 mg, 92%) as colorless oil. 1H NMR (CDCl3): δ 8.12 (dd, 1H, J=7.2 Hz, 0.6 Hz), 8.03 (dd, 1H, J=7.6 Hz, 1.2 Hz), 7.58 (d, 1H, J=5.6 Hz), 7.46 (t, 1H, J=7.6 Hz), 7.41 (t, 1H, J=5.2 Hz), 4.50 (c, 2H, J=7.3 Hz), 1.47 (t, 3H, J=7.3 Hz).

후처리

  1. temperatureat reflux for 24 h
  2. customThe solvent is removed
  3. additionEthyl acetate is added to the residue
  4. washthe resulting solution is washed with water
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-39d83e3a06574f119f83b3f9a99f51c5
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07846960B2

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