4-[6-(2,3-Dimethoxyphenyl)hexyloxy]-2-hydroxybenzoic acid methyl ester → 4-[6-(2,3-Dimethoxyphenyl)hexyloxy]-2-hydroxybenzoic acid

HRID 1613061Notes

Reaction equation

HRID 1613061 reaction equation
C[O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[C:18]=2[O:25][CH3:26])=[CH:6][C:5]=1[OH:27]>CO.[OH-].[Na+]>[CH3:26][O:25][C:18]1[C:19]([O:23][CH3:24])=[CH:20][CH:21]=[CH:22][C:17]=1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:28])=[O:2])=[C:5]([OH:27])[CH:6]=1

Participants

4

Reactant 1

HCID 149863384-[6-(2,3-Dimethoxyphenyl)hexyloxy]-2-hydroxybenzoic acid methyl ester

Product 1

HCID 149863394-[6-(2,3-Dimethoxyphenyl)hexyloxy]-2-hydroxybenzoic acidYield 82%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.45 g (1.2 mmol) of 4-[6-(2,3-dimethoxyphenyl)hexyloxy]-2-hydroxybenzoic acid methyl ester in 25 mL of methanol and 8 mL of 1N sodium hydroxide was refluxed for 7 hours. Workup as in Example 24 and recrystallization from methanol gave 0.36 g (82% yield), mp 115°-116° of 4-[6-(2,3-dimethoxyphenyl)hexyloxy]-2-hydroxybenzoic acid.

Workup

  1. customWorkup as in Example 24 and recrystallization from methanol

Sources & evidence

ORD record
ord-9833d657bf184a2294b5f3b8e7a15464
Source dataset
uspto-grants-1993_03
Patent number
US05191108

Reaction notes

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