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

HRID 1881546Notes

Reaction equation

HRID 1881546 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-0f5ca2c817e24164acace9600302d093
Source dataset
uspto-grants-2012_11
Patent number
US08318796B2

Reaction notes

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