Benzyl Bromide → Methyl 3-(benzyloxy)-5-hydroxybenzoate

HRID 38654

반응식

HRID 38654 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].C(=O)([O-])[O-].[K+].[K+].[CH2:19](Br)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC(C)=O>[CH2:19]([O:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

5

반응물 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 75076Methyl 3,5-Dihydroxybenzoate

생성물 1

HCID 7472028Methyl 3-(benzyloxy)-5-hydroxybenzoate수율 34%

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

A mixture of 8.40 g (0.05 mmol) methyl 3,5-dihydroxybenzoate (159) and 7.60 g (0.055 mmol) of potassium carbonate in 250 mL of acetone was stirred at room temperature for 30 min. Then 8.55 g (0.05 mmol) of benzyl bromide dissolved in 100 mL of acetone was added. The suspension was refluxed for 24 h. The solid was filtered, and the filtrate was evaporated. The residue was purified by column chromatography (SiO2, CH2Cl2/EtOAc=9/1) to give 160.

후처리

  1. additionwas added
  2. temperatureThe suspension was refluxed for 24 h
  3. filtrationThe solid was filtered
  4. customthe filtrate was evaporated
  5. customThe residue was purified by column chromatography (SiO2, CH2Cl2/EtOAc=9/1)

출처 및 근거

ORD 기록
ord-84eaaa2eaa734cbb920c9edc10073735
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524740B2

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