Methanol → beta-Phenylphenethyl alcohol

HRID 1496696

반응식

HRID 1496696 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 74662beta-Phenylphenethyl alcohol수율 92.4%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6344Dichloromethane용매3회

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-c5b4b4af12be43909fb27b62397ea093
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09198902B2

연결된 노트

불러오는 중…