1,1-Diphenylbutane-1,4-diol → 4,4-Diphenylbutan-1-ol

HRID 1584100Notes

Reaction equation

HRID 1584100 reaction equation
[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(O)[CH2:8][CH2:9][CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.[Pd]>[C:13]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][CH2:9][CH2:10][OH:11])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 1

HCID 966791,1-Diphenylbutane-1,4-diol

Product 1

HCID 925194,4-Diphenylbutan-1-olYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1,1-Diphenyl-1,4-butanediol (26.62 g, 0.110 mol) was dissolved in MeOH and shaken with 20% Pd/C (1.50 g) on a Parr apparatus under an H2 atmosphere (50 psi) for 17 hours. The MeOH was removed in vacuo, and the residue chromatographed on silica gel eluting with 35% EtOAc/Hexanes gave 22.53 g (91%) of desired product.

Workup

  1. customThe MeOH was removed in vacuo
  2. customthe residue chromatographed on silica gel eluting with 35% EtOAc/Hexanes

Sources & evidence

ORD record
ord-6a3f573298264b5b9862ccb9e3abc4a4
Source dataset
uspto-grants-1999_08
Patent number
US05932573

Reaction notes

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