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

HRID 1792394ノート

反応式

HRID 1792394 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-47fba20e611b40fda7efa01f69a68d31
出典データセット
uspto-grants-2006_07
特許番号
US07074819B2

反応ノート

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