3-[6-[2,3-Bis(phenylmethoxy)phenyl]hexyloxy]benzoic acid methyl ester → 3-[6-[2,3-Bis(phenylmethoxy)phenyl]hexyloxy]benzoic acid

HRID 1494239Notes

Reaction equation

HRID 1494239 reaction equation
C[O:2][C:3](=[O:39])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([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][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:18]=2[O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:5]=1>CO.[OH-].[Na+]>[C:33]1([CH2:32][O:31][C:18]2[C:19]([O:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:20][CH:21]=[CH:22][C:17]=2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][O:10][C:6]2[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=2)[C:3]([OH:39])=[O:2])[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

4

Reactant 1

HCID 149863463-[6-[2,3-Bis(phenylmethoxy)phenyl]hexyloxy]benzoic acid methyl ester

Product 1

HCID 149863473-[6-[2,3-Bis(phenylmethoxy)phenyl]hexyloxy]benzoic acidYield 70%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 0.5 g of 3-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]benzoic acid methyl ester in 15 mL of methanol and 5 mL of 1N sodium hydroxide was stirred at reflux for 2 hours. Workup as in Example 24 and crystallization from methanol gave 0.34 g (70% yield), mp 72°-74°of 3-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]benzoic acid.

Workup

  1. temperatureat reflux for 2 hours
  2. customWorkup as in Example 24 and crystallization from methanol

Sources & evidence

ORD record
ord-aa934d16f6a6425a9f43c65cc1bdeab9
Source dataset
uspto-grants-1991_06
Patent number
US05025036

Reaction notes

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