Sodium Hydroxide → HCID 14347266, compound

HRID 2232808Notes

Reaction equation

HRID 2232808 reaction equation
C[O:2][C:3](=[O:24])/[CH:4]=[CH:5]/[CH:6]=[C:7](\[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH3:23])/[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1/[C:7](/[C:8]1[CH:9]=[CH:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=1)=[CH:6]\[CH:5]=[CH:4]\[C:3]([OH:24])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742571HCID 86742571, compound

Product 1

HCID 14347266HCID 14347266, compoundYield 63.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the manner described in Example 99, (2E,4Z)-5-(2-methoxyphenyl)-5-(4-methoxyphenyl)-2,4-pentadienoic acid methyl ester (1.8 g) was saponified in a refluxing mixture of methanol (15 mL) and 1N NaOH (15 mL). After 1 hour the reaction was worked up in the usual fashion ant the crude acid was crystallized from 2-propanol to afford 1.1 g of (2E,4Z)-5-(2-methoxyphenyl)-5-(4-methoxyphenyl)-2,4-pentadienoic acid. A sample was recrystallized from 2-propanol-hexane to give the analytical specimen, mp 159°-161° C.

Workup

  1. customwas crystallized from 2-propanol

Sources & evidence

ORD record
ord-89304a18f3e844fea109b652fd5ce0c4
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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