Water → Methyl 2-hydroxy-4-octyloxybenzoate

HRID 742524

반응식

HRID 742524 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 11536459Methyl 2-hydroxy-4-octyloxybenzoate수율 73.5%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-776baa8f937f44c7ade1ce37e348ab2f
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05554706

연결된 노트

불러오는 중…