Tetrahydrofuran → Methyl 4-hydroxy-2-methoxybenzoate

HRID 30740

Reaction equation

HRID 30740 reaction equation
C([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[C:11]([O:19][CH3:20])[CH:10]=1)C1C=CC=CC=1.O1CCCC1>CO.[C].[Pd]>[OH:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[C:11]([O:19][CH3:20])[CH:10]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 108260394-Benzyloxy-2-methoxybenzoic acid methyl ester

Product 1

HCID 12532676Methyl 4-hydroxy-2-methoxybenzoateYield 98%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 4-benzyloxy-2-methoxybenzoate (3.08 g) in methanol (5 mL)/tetrahydrofuran (7.5 mL) was added 10% palladium-carbon (0.3 g) at room temperature under an atmosphere of argon, and the mixture was stirred at that temperature for 2 hrs under an atmosphere of hydrogen. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to afford the title compound (2.02 g).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-cac98ee240c347b09e50e6d4c18e0653
Source dataset
uspto-grants-2008_09
Patent number
US07423185B2

Linked notes

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