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

HRID 2261819ノート

反応式

HRID 2261819 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-39d83e3a06574f119f83b3f9a99f51c5
出典データセット
uspto-grants-2010_12
特許番号
US07846960B2

反応ノート

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