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Ethanol → Methyl 3-hydroxy-5-phenylbenzoate

HRID 1096949
Notes
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Reaction equation

HRID 1096949 reaction equation
CCO.C([O:11][C:12]1[CH:13]=[C:14]([C:24]([O:26][CH3:27])=[O:25])[CH:15]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:17]=1)C1C=CC=CC=1.[H][H]>[C].[Pd].C1COCC1>[OH:11][C:12]1[CH:13]=[C:14]([C:24]([O:26][CH3:27])=[O:25])[CH:15]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:17]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 702EthanolHCID 18945315Methyl 3-benzyloxy-5-phenylbenzoateHCID 178418361HCID 178418361, compound

Product 1

HCID 18945322Methyl 3-hydroxy-5-phenylbenzoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028
Tetrahydrofuran
Solvent

Procedure

In a nitrogen atmosphere, 10% palladium-carbon (900 mg) was added to a mixed solution of EtOH (40 mL)-THF (8 mL) of methyl 5-benzyloxybiphenyl-3-carboxylate (1.55 g), and stirred in a hydrogen atmosphere at room temperature for 2 hours. The reaction liquid was filtered through Celite, and concentrated under reduced pressure to obtain the title compound as a white powder. Not purified, this was used in the next step.

Workup

  1. customThe reaction liquid
  2. filtrationwas filtered through Celite
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-177c3d15139a4509afb0983f1e8e34ae
Source dataset
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08138197B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes