Sodium Hydroxide → HCID 14347265, compound

HRID 2232807Notes

Reaction equation

HRID 2232807 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 14347267HCID 14347267, compound

Product 1

HCID 14347265HCID 14347265, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the manner described in Example 99, (E,E)-5-(2-methoxyphenyl)-5-(4-methoxyphenyl)-2,4-pentadienoic acid methyl ester (4.3 g) was saponified in a refluxing mixture of methanol (35 mL) and 1N NaOH (35 mL). After 1 hour the reaction was worked up in the usual fashion and the crude acid was crystallized from 2-propanol to afford 3.6 g of (E,E)-5-(2-methoxyphenyl)-5-(4-methoxyphenyl)-2,4-pentadienoic acid. mp 210.5°-211.5° C.

Workup

  1. customthe crude acid was crystallized from 2-propanol

Sources & evidence

ORD record
ord-6afefe730a054340a95fa18944e773e2
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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