Methanol → Methyl 2-(3-mercaptophenyl)acetate

HRID 491539노트

반응식

HRID 491539 반응식
[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

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 35431562-(3-Mercaptophenyl)acetic acid

생성물 1

HCID 14820216Methyl 2-(3-mercaptophenyl)acetate수율 50%

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5e486a5d33184f1fb6e6e4031b90067d
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531556B2

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