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

HRID 444240ノート

反応式

HRID 444240 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-aa69d333281646eebda2158e34764681
出典データセット
uspto-grants-1981_04
特許番号
US04263319

反応ノート

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