3',5'-Difluoro-2',4'-dibenzyloxyacetophenone → 3',5'-Difluoro-2',4'-dihydroxyacetophenone

HRID 355412Notes

Reaction equation

HRID 355412 reaction equation
[F:1][C:2]1[C:3]([O:20]CC2C=CC=CC=2)=[C:4]([C:17](=[O:19])[CH3:18])[CH:5]=[C:6]([F:16])[C:7]=1[O:8]CC1C=CC=CC=1>CCOC(C)=O>[F:1][C:2]1[C:3]([OH:20])=[C:4]([C:17](=[O:19])[CH3:18])[CH:5]=[C:6]([F:16])[C:7]=1[OH:8]

Participants

3

Reactant 1

HCID 189423283',5'-Difluoro-2',4'-dibenzyloxyacetophenone3×

Product 1

HCID 189423333',5'-Difluoro-2',4'-dihydroxyacetophenone

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 0.4M solution of Compound 25 over 10% Pd/C (10% wt. to Compound 25) in EtOAc is hydrogenated at 40 psi for 24 hours. The reaction is filtered and concentrated in vacuo followed by sublimation to yield Compound 26.

Workup

  1. filtrationThe reaction is filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9c0e9924124d4a3d8c6d1bad28f8e4dd
Source dataset
uspto-grants-1998_11
Patent number
US05830912

Reaction notes

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