Water → (+)-4-Hydroxy-4'-(2-methylbutanoyl) biphenyl

HRID 846556

反応式

HRID 846556 の反応式
CC(CC)C(O)=[O:4].[CH3:8][CH:9]([CH2:24][CH3:25])[C:10]([C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=[O:11].O.C(=O)([O-])O.[Na+]>CO>[OH:4][C:21]1[CH:22]=[CH:23][C:18]([C:15]2[CH:16]=[CH:17][C:12]([C:10](=[O:11])[CH:9]([CH3:8])[CH2:24][CH3:25])=[CH:13][CH:14]=2)=[CH:19][CH:20]=1

参加物

5

反応物 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 679137652-Methylbutanoic acid 4-(2-methylbutanoyl) biphenyl

生成物 1

HCID 14745904(+)-4-Hydroxy-4'-(2-methylbutanoyl) biphenyl収率 88%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

0.67 g of the above 2-methylbutanoic acid-4-(2-methylbutanoyl) biphenyl was mixed with 95 ml of methyl alcohol and 5 ml of water and added with 1.14 g (13.6 mmol) of sodium hydrogen carbonate with stirring, which was subjected to hydrolysis reaction at room temperature for 40 hours. After the completion of the reaction, methanol was distilled off and 1 normal hydrochloric acid was added to adjust pH to not more than 1, and the extraction with dichloromethane was performed. The extracted liquid was washed with water, dried on anhydrous sodium sulfate and purified by a column chromatography of silica gel after the removal of the solvent to obtain 0.44 g (yield 88%) of (+)-4-hydroxy-4'-(2-methylbutanoyl) biphenyl at a light yellow crystal having the aforementioned properties.

後処理

  1. customwhich was subjected to hydrolysis reaction at room temperature for 40 hours
  2. distillationwas distilled off
  3. addition1 normal hydrochloric acid was added
  4. extractionthe extraction with dichloromethane
  5. washThe extracted liquid was washed with water
  6. dry with materialdried on anhydrous sodium sulfate
  7. custompurified by a column chromatography of silica gel
  8. customafter the removal of the solvent

出典と根拠

ORDレコード
ord-4b8fb10e80624a48ad53c387e8cec10a
出典データセット
uspto-grants-1992_08
特許番号
US05137653

関連ノート

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