Water → Dibenzosuberenol

HRID 2061250Notes

Reaction equation

HRID 2061250 reaction equation
O.[OH-].[Na+].[CH:4]1[CH:9]=[C:8]2[CH:10]=[CH:11][C:12]3[C:17]([C:18](=[O:19])[C:7]2=[CH:6][CH:5]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3.[BH4-].[Na+]>CO>[CH:9]1[C:8]2[CH:10]=[CH:11][C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=3[CH:18]([OH:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 166795H-Dibenzo[a,d]cyclohepten-5-oneHCID 4311764Sodium borohydride

Product 1

HCID 82577Dibenzosuberenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 ml of water, 0.45 ml of 1 N aqueous sodium hydroxide solution and 20 ml of a suspension of 1.50 g (7.27 mmol) of dibenzosuberenone in methanol were added to 200 mg (5.29 mmol) of sodium borohydride, and they were stirred overnight. Crystals thus precipitated were taken by the filtration, washed with water and dissolved in ethyl acetate. After drying over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure to obtain the title compound.

Workup

  1. customCrystals thus precipitated
  2. filtrationwere taken by the filtration
  3. washwashed with water
  4. dissolutiondissolved in ethyl acetate
  5. dry with materialAfter drying over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6e947ab8ed0f4e5898ac4c267ba87d29
Source dataset
uspto-grants-2012_10
Patent number
US08278329B2

Reaction notes

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