Methanol → Methyl 3-hydroxy-4-methoxyphenylacetate

HRID 506154

反応式

HRID 506154 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].OS(O)(=O)=O.[CH3:19]O>>[CH3:19][O:12][C:11](=[O:13])[CH2:10][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([OH:1])[CH:3]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 1605623-Hydroxy-4-methoxybenzeneacetic acid

生成物 1

HCID 10465267Methyl 3-hydroxy-4-methoxyphenylacetate収率 90%

実験手順

To a stirred solution of 3-hydroxy-4-methoxyphenyl acetic acid (24.8 g, 136 mmol) in 200 mL of MeOH was added 1 mL of H2SO4 and the reaction mixture was heated at reflux overnight. The methanol was removed by evaporation in vacuo and the residue was poured into saturated NaHCO3 solution and extracted with EtOAc (3×150 mL). Combined organic extracts were then washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo to yield 23.9 g (90% yield) of 3-hydroxy-4-methoxyphenyl acetic acid methyl ester as a yellow oil.

後処理

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux overnight
  3. customThe methanol was removed by evaporation in vacuo
  4. additionthe residue was poured into saturated NaHCO3 solution
  5. extractionextracted with EtOAc (3×150 mL)
  6. washCombined organic extracts were then washed with brine
  7. dry with materialdried over anhydrous MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d7f17909a3214625a3a2465d1557403b
出典データセット
uspto-grants-2010_08
特許番号
US07781591B2

関連ノート

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