Methanol → beta-Phenylphenethyl alcohol

HRID 1496696

反応式

HRID 1496696 の反応式
[H-].C([Al+]CC(C)C)C(C)C.[C:11]1([CH:17]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:18](OC)=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.CO.[OH-].[Na+]>C1(C)C=CC=CC=1.ClCCl>[C:22]1([CH:17]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:18][OH:19])[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

参加物

7

反応物 4

HCID 887MethanolHCID 14798Sodium HydroxideHCID 77019Methyl alpha-phenylbenzeneacetateHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 74662beta-Phenylphenethyl alcohol収率 92.4%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒3 回

実験手順

To a 500 mL three-opening flask was slowly added a solution of diisobutylaluminum hydride in toluene (282 mL, 1 mol/L) at −30° C. After stirring, to the resulting mixture was slowly added a solution of methyl 2,2-diphenylacetate (21 g, 92.8 mmol) in dichloromethane dropwisely. After the completion of dropwise addition, the reaction was conducted at 25° C. for 12 hours. After the completion of reaction monitored by TLC, to the resulting mixture was slowly added methanol (10 mL), dichloromethane (100 mL) and an aqueous sodium hydroxide solution (100 mL, 1 mol/L) at −20° C. After the completion of reaction, to the reaction solution was added dichloromethane for extraction. The organic phase was washed with water, dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce 2,2-diphenyl ethanol (17 g) in a yield of 92.4%.

後処理

  1. additionAfter the completion of dropwise addition
  2. customAfter the completion of reaction
  3. customat −20° C
  4. customAfter the completion of reaction
  5. extractionfor extraction
  6. washThe organic phase was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customevaporated
  9. customto remove the solvent

出典と根拠

ORDレコード
ord-c5b4b4af12be43909fb27b62397ea093
出典データセット
uspto-grants-2015_12
特許番号
US09198902B2

関連ノート

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