Methyl 4-benzyloxycarbonyl-2-fluorobenzoate → 1-Methyl 2-fluoro-1,4-benzenedicarboxylate

HRID 2103813Notes

Reaction equation

HRID 2103813 reaction equation
C([O:8][C:9]([C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([F:21])[CH:12]=1)=[O:10])C1C=CC=CC=1>C(O)C.[C].[Pd]>[F:21][C:13]1[CH:12]=[C:11]([CH:20]=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16])[C:9]([OH:10])=[O:8]

Participants

4

Reactant 1

HCID 59295107Methyl 4-benzyloxycarbonyl-2-fluorobenzoate

Product 1

HCID 592950871-Methyl 2-fluoro-1,4-benzenedicarboxylateYield 106.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Catalytic amount of 10 wt % palladium carbon was added to a solution of methyl 4-benzyloxycarbonyl-2-fluorobenzoate (35.4 mg, 0.123 mmol) in ethanol (2 mL), and the mixture was stirred overnight at room temperature under hydrogen atmosphere. After completion of the reaction, the mixture was filtered through celite and the filtrate was concentrated to obtain 26.0 mg of the desired product as a colorless solid (yield 100%).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe mixture was filtered through celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f7bf5dba030b4cb6bcbc6c37361904d4
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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