Sodium Hydroxide → HCID 14347272, compound

HRID 1110564Notes

Reaction equation

HRID 1110564 reaction equation
C[O:2][C:3](=[O:22])/[CH:4]=[CH:5]/[CH:6]=[C:7](\[C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[CH3:21][O:20][C:17]1[CH:16]=[CH:15][C:14](/[C:7](/[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6]\[CH:5]=[CH:4]\[C:3]([OH:22])=[O:2])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14347274HCID 14347274, compound

Product 1

HCID 14347272HCID 14347272, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the manner described in Example 99, (2E,4Z)-5-(4-methoxyphenyl)-5-phenyl-2,4-pentadienoic acid methyl ester (6.4 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (23 mL). After 2.5 hours the reaction was worked up in the usual fashion and the crude acid was crystallized from 2-propanol to yield 4.25 g of (2E,4Z)-5-(4-methoxyphenyl)-5-phenyl-2,4-pentadienoic acid. A sample was recrystallized from 2-propanol to give the analytical specimen, mp 184°-185° C.

Workup

  1. customthe crude acid was crystallized from 2-propanol

Sources & evidence

ORD record
ord-f41e00ccb33348a786c11cd22f165fc3
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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