Methyl 3-(benzyloxy)-5-[4-(methanesulfonyl)phenoxy]benzoate → Methyl 3-hydroxy-5-(4-(methylsulfonyl)phenoxy)benzoate

HRID 20490

Reaction equation

HRID 20490 reaction equation
C1(C[O:8][C:9]2[CH:10]=[C:11]([CH:16]=[C:17]([O:19][C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=3)[CH:18]=2)[C:12]([O:14][CH3:15])=[O:13])C=CC=CC=1>C1COCC1.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([CH:16]=[C:17]([O:19][C:20]2[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=2)[CH:18]=1)[C:12]([O:14][CH3:15])=[O:13]

Participants

4

Reactant 1

HCID 53393370Methyl 3-(benzyloxy)-5-[4-(methanesulfonyl)phenoxy]benzoate

Product 1

HCID 46941846Methyl 3-hydroxy-5-(4-(methylsulfonyl)phenoxy)benzoateYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 3-(phenylmethyl)oxy-5-[4-(methylsulfonyl)phenoxy]benzoate (3.50 g, 8.50 mmol) was dissolved in THF (60 mL) followed by 10% palladium on carbon (500 mg). The reaction was then placed under a hydrogen atmosphere by an evacuation-backfill technique. The reaction was then stirred vigorously for 4 h followed by filtration and evaporation which afforded the title compound as an colourless oil (2.75 g, 100%).

Workup

  1. filtrationfollowed by filtration and evaporation which

Sources & evidence

ORD record
ord-7bc23264b96942be9c3b1ccb95e8e4d8
Source dataset
uspto-grants-2010_06
Patent number
US07745475B2

Linked notes

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