Methanol → HCID 55255093, compound

HRID 1675585Notes

Reaction equation

HRID 1675585 reaction equation
C([O:8][C:9]1[C:17]([O:18][CH3:19])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[F:20])C1C=CC=CC=1.CO.[H][H]>[C].[Pd].C(OCC)(=O)C>[F:20][C:10]1[CH:11]=[C:12]([CH:16]=[C:17]([O:18][CH3:19])[C:9]=1[OH:8])[C:13]([OH:15])=[O:14]

Participants

6

Reactant 3

HCID 887MethanolHCID 57445724HCID 57445724, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 55255093HCID 55255093, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To 4-benzyloxy-3-fluoro-5-methoxybenzoic acid were added 20 ml of methanol, 20 ml of ethyl acetate and 50 mg of 10% palladium-carbon, and the mixture was stirred at room temperature for 4 hours under the hydrogen atmosphere. Thereafter, the reaction mixture was filtered through Celite (registered trade mark). The filtrate was concentrated under reduced pressure, and 4.5 g of 3-fluoro-4-hydroxy-5-methoxybenzoic acid was obtained.

Workup

  1. filtrationThereafter, the reaction mixture was filtered through Celite (registered trade mark)
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-133f2b19953148619481ea5e9a5ad6ad
Source dataset
uspto-grants-2011_08
Patent number
US08003699B2

Reaction notes

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