4-Phenyl-2,3-dihydro-1h-inden-1-one → 4-Phenyl-2,3-dihydro-1H-inden-1-ol

HRID 67813노트

반응식

HRID 67813 반응식
[C:1]1([C:7]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:8]=2[CH2:9][CH2:10][C:11]3=[O:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>C(O)C.O>[C:1]1([C:7]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:8]=2[CH2:9][CH2:10][CH:11]3[OH:16])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 2

HCID 2633814-Phenyl-2,3-dihydro-1h-inden-1-oneHCID 4311764Sodium borohydride

생성물 1

HCID 129423854-Phenyl-2,3-dihydro-1H-inden-1-ol수율 82.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a stirred solution of 20.8 g (0.10 mole) of 4-phenyl-1-indanone in 150 ml of ethanol was added portionwise 2.0 g (0.06 mole) of sodium borohydride. During the addition the reaction temperature rose to 33° C. Upon complete addition the reaction mixture was allowed to cool to ambient temperature and was stirred for 16 hours. The reaction mixture was mixed in water and concentrated under reduced pressure. A precipitate, which developed during concentration of the aqueous solution, was collected, dried, then recrystallized from toluene-hexane to give 17.3 g of 4-phenyl-1-indanol; m.p. 80.5-81.5° C. The nmr spectrum was consistent with the proposed structure.

후처리

  1. additionDuring the addition the reaction temperature
  2. customrose to 33° C
  3. additionUpon complete addition the reaction mixture
  4. concentrationconcentrated under reduced pressure
  5. customwas collected
  6. customdried
  7. customrecrystallized from toluene-hexane

출처 및 근거

ORD 기록
ord-74c248691f4e40aa9008c14db4844ed5
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04346251

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