HCID 14986342, compound → HCID 14986343, compound

HRID 1613063Notes

Reaction equation

HRID 1613063 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24]CC3C=CC=CC=3)[C:19]=2[O:32]CC2C=CC=CC=2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[H][H]>[Pd].CO>[OH:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[C:19]=2[OH:32])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 14986342HCID 14986342, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14986343HCID 14986343, compoundYield 69.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 0.22 g of 2-hydroxy-5-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]benzoic acid and 30 mg of 10% palladium on carbon in 10 ml of methanol was stirred in a hydrogen atmosphere for 5 hours. Workup as in example 36 and recrystallization from acetone-hexane gave 0.10 g, mp 159°-161° of 2-hydroxy-5-[6-(2,3-dihydroxyphenyl)hexyloxy]benzoic acid.

Workup

  1. customWorkup as in example 36 and recrystallization from acetone-hexane

Sources & evidence

ORD record
ord-f71ab383c03b4d0c9b858fcd6842831b
Source dataset
uspto-grants-1993_03
Patent number
US05191108

Reaction notes

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