Methanol → Methyl 4-sulfanylbenzoate

HRID 265436

반응식

HRID 265436 반응식
[SH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:16]O>>[SH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:16])=[O:7])=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 957384-Mercaptobenzoic acid

생성물 1

HCID 237573Methyl 4-sulfanylbenzoate

실험 절차

To a solution of 4-mercaptobenzoic acid (Apin, 1.72 g, 11.17 mmol) in anhydrous methyl alcohol (20.0 mL) was added concentrated sulfuric acid (0.43 mL). The reaction mixture is then warmed to reflux for 16 h, concentrated in vacuo, diluted with ethyl acetate (100 mL) and washed with saturated sodium bicarbonate (2×100 mL). The organic phase is then separated, dried over anhydrous magnesium sulfate and concentrated in vacuo to give 712 mg (Y: 38%) of the title product; 1H-NMR (CDCl3): δ 7.89 (d, J=8.7 Hz, 2H), 7.29 (d, J=8.7 Hz, 2H), 3.90 (s, 3H), 3.60 (s, 1H).

후처리

  1. temperatureThe reaction mixture is then warmed
  2. temperatureto reflux for 16 h
  3. concentrationconcentrated in vacuo
  4. additiondiluted with ethyl acetate (100 mL)
  5. washwashed with saturated sodium bicarbonate (2×100 mL)
  6. customThe organic phase is then separated
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e50a276094814008b88cda2fade347e6
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648385

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