Methanol → Methyl 3-hexyl-4-methoxybenzoate

HRID 850439ノート

反応式

HRID 850439 の反応式
[CH2:1]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[C:10]([OH:12])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH3:18]O>S(=O)(=O)(O)O.O>[CH2:1]([C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=1[O:16][CH3:17])[C:10]([O:12][CH3:18])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

参加物

5

反応物 2

HCID 887MethanolHCID 193634153-Hexyl-4-methoxybenzoic acid

生成物 1

HCID 19363353Methyl 3-hexyl-4-methoxybenzoate

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 962Water溶媒

実験手順

A crude product of 3-hexyl-4-methoxybenzoic acid and methanol (4 ml) were mixed. To this solution was added conc. sulfuric acid (2 drops), and the mixture was refluxed under heating for 20 hours. Water (10 ml) was added and methanol was evaporated under reduced pressure. The aqueous layer was extracted 3 times with ethyl acetate (20 ml). The organic layers were combined, and washed 3 times with saturated brine (20 ml). This solution was dried over anhydrous magnesium sulfate, and the drying agent was filtered off. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by column chromatography (hexane/ethyl acetate=10/1) to give methyl 3-hexyl-4-methoxybenzoate (96.2 g) as a colorless oil.

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 20 hours
  3. custommethanol was evaporated under reduced pressure
  4. extractionThe aqueous layer was extracted 3 times with ethyl acetate (20 ml)
  5. washwashed 3 times with saturated brine (20 ml)
  6. dry with materialThis solution was dried over anhydrous magnesium sulfate
  7. filtrationthe drying agent was filtered off
  8. concentrationThe filtrate was concentrated under reduced pressure
  9. customthe obtained residue was purified by column chromatography (hexane/ethyl acetate=10/1)

出典と根拠

ORDレコード
ord-1b841f5488f7483ab27d1291d0f7dac1
出典データセット
uspto-grants-2000_01
特許番号
US06017919

反応ノート

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