Methyl 3-benzyloxycarbonylmethoxy-5-hydroxybenzoate → Methyl 3-carboxymethoxy-5-hydroxybenzoate

HRID 1740316Notes

Reaction equation

HRID 1740316 reaction equation
C([O:8][C:9]([CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:20]=[C:21]([OH:23])[CH:22]=1)[C:16]([O:18][CH3:19])=[O:17])=[O:10])C1C=CC=CC=1>[Pd].CO>[C:9]([CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:20]=[C:21]([OH:23])[CH:22]=1)[C:16]([O:18][CH3:19])=[O:17])([OH:10])=[O:8]

Participants

4

Reactant 1

HCID 21838035Methyl 3-benzyloxycarbonylmethoxy-5-hydroxybenzoate

Product 1

HCID 11253108Methyl 3-carboxymethoxy-5-hydroxybenzoateYield 103.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% palladium on carbon (0.1 g) was added to a mixture of methyl 3-benzyloxycarbonylmethoxy-5-hydroxybenzoate (1 g) in methanol (20 ml) and the mixture was subjected to catalytic reduction at ambient temperature under atmospheric pressure. The catalyst was removed by filtration and the filtrate was evaporated in vacuo to give methyl 3-carboxymethoxy-5-hydroxybenzoate (0.74 g).

Workup

  1. customwas subjected to catalytic reduction at ambient temperature under atmospheric pressure
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-ab7f2c9943814927bc5b195fdfcfcd25
Source dataset
uspto-grants-1999_10
Patent number
US05968985

Reaction notes

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