Potassium Hydroxide → 4-Phenyl-2,3-dihydro-1H-inden-2-ol

HRID 1156074Notes

Reaction equation

HRID 1156074 reaction equation
C([O:4][CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:6]1)(=O)C.[OH-].[K+]>C(O)C.O>[C:14]1([C:11]2[CH:10]=[CH:9][CH:8]=[C:7]3[C:12]=2[CH2:13][CH:5]([OH:4])[CH2:6]3)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 13023078HCID 13023078, compound

Product 1

HCID 129423884-Phenyl-2,3-dihydro-1H-inden-2-olYield 78.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 1.22 g (0.0048 mole) of 4-phenyl-2-indanyl acetate, prepared as described above, and 0.39 g (0.007 mole) of potassium hydroxide in 10 ml of absolute ethanol and 5 ml of water was stirred at room temperature for approximately 18 hours. The reaction mixture was concentrated, and water was added to the residue, forming a precipitate. The precipitate was collected on a filter paper and dried to give 0.79 g of (+)-4-phenyl-2-indanol, mp 87°-92° C., EE 50%.

Workup

  1. customprepared
  2. concentrationThe reaction mixture was concentrated
  3. additionwater was added to the residue
  4. customforming a precipitate
  5. customThe precipitate was collected on a filter paper
  6. customdried

Sources & evidence

ORD record
ord-e357e80cb2b04cf78f6b881564c16f03
Source dataset
uspto-grants-1982_06
Patent number
US04333950

Reaction notes

Loading…