Water → 3-(4-Benzyloxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-one

HRID 1792394노트

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HRID 1792394 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:23])[C:17](=[O:18])[C:16]3[C:11](=[CH:12][C:13]([O:19][CH2:20][O:21][CH3:22])=[CH:14][CH:15]=3)[O:10][CH2:9]2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.O>CC(C)=O>[CH2:30]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([CH3:23])[C:17](=[O:18])[C:16]3[C:11](=[CH:12][C:13]([O:19][CH2:20][O:21][CH3:22])=[CH:14][CH:15]=3)[O:10][CH2:9]2)=[CH:6][CH:7]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 220331393-(4-Hydroxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-one

생성물 1

HCID 220332233-(4-Benzyloxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-one수율 100.5%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a mixture of 3-(4-hydroxyphenyl)-7-methoxymethyloxy-3-methylchroman-4-one (3.55 g, 11.293 mmol) and potassium carbonate (9.35 g, 67.76 mmol) in acetone (130 ml) was added benzyl bromide (5.795 g, 33.879 mmol) at room temperature and stirred overnight. When the reaction was completed, water was added to the reaction solution which was then extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (n-hexane:ethyl acetate=9:1 to 7:3) to give 4.59 g (yield: quant.) of the title compound as a colorless oil.

후처리

  1. extractionwas then extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography (n-hexane:ethyl acetate=9:1 to 7:3)

출처 및 근거

ORD 기록
ord-47fba20e611b40fda7efa01f69a68d31
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074819B2

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