Ethyl 2-(4-benzyloxyphenyl)-4,5,6,7-tetramethoxy-2-indancarboxylate → Ethyl 2-(4-hydroxyphenyl)-4,5,6,7-tetramethoxy-2-indancarboxylate

HRID 2268460Notes

Reaction equation

HRID 2268460 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:23][C:22]3[C:17](=[C:18]([O:30][CH3:31])[C:19]([O:28][CH3:29])=[C:20]([O:26][CH3:27])[C:21]=3[O:24][CH3:25])[CH2:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[C].[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:16][C:17]3[C:22](=[C:21]([O:24][CH3:25])[C:20]([O:26][CH3:27])=[C:19]([O:28][CH3:29])[C:18]=3[O:30][CH3:31])[CH2:23]2)=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 18348586Ethyl 2-(4-benzyloxyphenyl)-4,5,6,7-tetramethoxy-2-indancarboxylate

Product 1

HCID 18348564Ethyl 2-(4-hydroxyphenyl)-4,5,6,7-tetramethoxy-2-indancarboxylateYield 95.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

An ethanol (5.0 ml) suspension of ethyl 2-(4-benzyloxyphenyl)-4,5,6,7-tetramethoxy-2-indancarboxylate (105 mg, 0.213 mmols) and 10% palladium-carbon (32 mg) was stirred under a hydrogen pressure of one atmosphere at room temperature for 4 hours. The palladium-carbon was removed by filtration, and the filtrate was concentrated in vacuo to obtain the entitled compound (81.5 mg) as an oil.

Workup

  1. customThe palladium-carbon was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-c5fce8f36bf0424a98e0b8c03e3bafc2
Source dataset
uspto-grants-2001_12
Patent number
US06326369B1

Reaction notes

Loading…