Methanol → Methyl 3-hydroxy-4-methoxybenzoate

HRID 247949

反応式

HRID 247949 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].S(=O)(=O)(O)O.[CH3:18]O>>[CH3:18][O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:2]([OH:1])[CH:3]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 12575Isovanillic Acid

生成物 1

HCID 4056967Methyl 3-hydroxy-4-methoxybenzoate

実験手順

A mixture of 50.0 g of 3-hydroxy-4-methoxybenzoic acid in 500 ml of absolute methyl alcohol containing 2.5 ml of concentrated sulfuric acid, is heated at reflux temperature for 6 hours. The reaction is concentrated in vacuo, 250 ml of ice water is added and the residue is extracted with diethyl ether. The organic layers are washed with saturated sodium bicarbonate and saturated sodium chloride, dried and concentrated in vacuo. The residue is dissolved in diethyl ether, passed through a pad of silica gel and concentrated in vacuo. The solid is recrystallized from diethyl ether/hexane to give 33 g of the desired product as white crystals.

後処理

  1. temperatureis heated
  2. temperatureat reflux temperature for 6 hours
  3. concentrationThe reaction is concentrated in vacuo, 250 ml of ice water
  4. additionis added
  5. extractionthe residue is extracted with diethyl ether
  6. washThe organic layers are washed with saturated sodium bicarbonate and saturated sodium chloride
  7. customdried
  8. concentrationconcentrated in vacuo
  9. dissolutionThe residue is dissolved in diethyl ether
  10. concentrationconcentrated in vacuo
  11. customThe solid is recrystallized from diethyl ether/hexane

出典と根拠

ORDレコード
ord-2ee6acfb6e34422abcb614110227ce74
出典データセット
uspto-grants-1993_05
特許番号
US05208247

関連ノート

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