3,3'-Dibenzyloxybiphenyl → 3,3'-Biphenyldiol

HRID 1877705

Reaction equation

HRID 1877705 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21]CC3C=CC=CC=3)[CH:16]=2)[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>C1COCC1.[Pd]>[C:15]1([C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([OH:8])[CH:10]=2)[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=1

Participants

4

Reactant 1

HCID 666712583,3'-Dibenzyloxybiphenyl

Product 1

HCID 691653,3'-Biphenyldiol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

146 g (0.392 mol) of 3,3′-dibenzyloxybiphenyl are dissolved in 1.5 I of THF and hydrogenated to completion on a Pd/C catalyst. The catalyst is filtered off, the filtrate is evaporated, and the residue is filtered through silica gel with toluene/ethyl acetate, giving biphenyl-3,3′-diol as a colourless solid.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. filtrationthe residue is filtered through silica gel with toluene/ethyl acetate

Sources & evidence

ORD record
ord-ce95411915da491dae99ad885ce04eb6
Source dataset
uspto-grants-2012_11
Patent number
US08313669B2

Linked notes

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