Methanol → Methyl 2-(3-mercaptophenyl)acetate

HRID 491539

反応式

HRID 491539 の反応式
[SH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[CH3:17]O>>[SH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O:11][CH3:17])=[O:10])[CH:5]=[CH:6][CH:7]=1

参加物

4

実験手順

2-(3-Mercaptophenyl)acetic acid (1.0 g, 6.0 mmol) was dissolved in dry methanol (40 mL). To this solution 10 drops concentrated sulfuric acid was added and the reaction mixture was heated to reflux for 36 hours. The reaction mixture was then concentrated to about half the volume, diluted with ethyl acetate, and the organic layer washed with saturated sodium bicarbonate solution. The organic layer was dried over sodium sulfate and concentrated to afford methyl 2-(3-mercaptophenyl)acetate as an oil (0.55 g, 3.0 mmol, 50% yield). 1H NMR (CDCl3) 7.05 ppm, 3H, m; 6.88 ppm, 1H, m; 3.53 ppm, 3H, s; 3.38 ppm, 2H, s.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 36 hours
  3. concentrationThe reaction mixture was then concentrated to about half the volume
  4. additiondiluted with ethyl acetate
  5. washthe organic layer washed with saturated sodium bicarbonate solution
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-5e486a5d33184f1fb6e6e4031b90067d
出典データセット
uspto-grants-2009_05
特許番号
US07531556B2

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