Methanol → Methyl 2-(4-mercaptophenyl)acetate

HRID 524381

反応式

HRID 524381 の反応式
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:17]O>>[CH3:17][O:10][C:9](=[O:11])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([SH:1])=[CH:7][CH:6]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 33905114-Mercaptophenylacetic acid

生成物 1

HCID 14033178Methyl 2-(4-mercaptophenyl)acetate

反応条件

温度
60 °C

実験手順

To a solution of 4-mercapto-phenyl acetic acid (30 g, 178.34 mmol) in methanol (60 ml) was added sulfuric acid (9.5 mL, 178.34 mmol) dropwise. Reaction mixture was then heated at 60° C. for 3 hr, concentrated to remove methanol. The residue was neutralized with satd. aq. NaHCO3 solution and extracted with ethyl acetate (3×30 mL) washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. Product was purified using column chromatography in 1% ethyl acetatae:hexane as eluent which afforded (4-mercapto-phenyl)-acetic acid methyl ester (27 g).

後処理

  1. customReaction mixture
  2. concentrationconcentrated
  3. customto remove methanol
  4. extractionaq. NaHCO3 solution and extracted with ethyl acetate (3×30 mL)
  5. washwashed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customProduct was purified

出典と根拠

ORDレコード
ord-b9095fdafd2d4186bb2f655af51a6688
出典データセット
uspto-grants-2016_05
特許番号
US09340506B2

関連ノート

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