Water → Methyl 2-hydroxy-4-octyloxybenzoate

HRID 742524

反応式

HRID 742524 の反応式
[OH:1][C:2]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].O>CC(=O)CC>[OH:1][C:2]1[CH:11]=[C:10]([O:12][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

参加物

6

反応物 4

HCID 962WaterHCID 81401-BromooctaneHCID 11430Potassium CarbonateHCID 16523Methyl 2,4-Dihydroxybenzoate

生成物 1

HCID 11536459Methyl 2-hydroxy-4-octyloxybenzoate収率 73.5%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

To a solution of 33.0 g (196 mmol) of methyl 2,4-dihydroxybenzoate and 68.0 g (491 mmol) of potassium carbonate mixed in 500 ml of 2-butanone was added 50 ml (235 mmol) of octyl bromide and the whole was refluxed for 18 hours. Water was added to the solution and the whole was extracted with ethyl acetate. After removal of the solvent by distillation, the residue was purified by silica gel column chromatography to obtain 40.4 g of methyl 2-hydroxy-4-octyloxybenzoate (29) as a colorless clear liquid (yield: 73.5%).

後処理

  1. temperaturethe whole was refluxed for 18 hours
  2. extractionthe whole was extracted with ethyl acetate
  3. customAfter removal of the solvent
  4. distillationby distillation
  5. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-776baa8f937f44c7ade1ce37e348ab2f
出典データセット
uspto-grants-1996_09
特許番号
US05554706

関連ノート

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