Tetrahydrofuran → Methyl 4-hydroxy-2-methoxybenzoate

HRID 2243520Notes

Reaction equation

HRID 2243520 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)/tetra hydrofuran (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-e210a7a273b343cd985fcbdc81883f10
Source dataset
uspto-grants-2010_03
Patent number
US07674938B2

Reaction notes

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