Sodium Hydroxide → HCID 14347290, compound

HRID 2232824Notes

Reaction equation

HRID 2232824 reaction equation
C[O:2][C:3](=[O:19])/[CH:4]=[CH:5]/[CH:6]=[C:7](\[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)/[CH:8]([CH3:10])[CH3:9].[OH-].[Na+]>CO>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11](/[C:7](/[CH:8]([CH3:10])[CH3:9])=[CH:6]\[CH:5]=[CH:4]\[C:3]([OH:19])=[O:2])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742577HCID 86742577, compound

Product 1

HCID 14347290HCID 14347290, compoundYield 95.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (2E,4Z)-5-(4-methoxyphenyl)-6-methyl-2,4-heptadienoic acid methyl ester (4.2 g) was saponified in a refluxing mixture of methanol (15 mL) and 2N NaOH (15 mL). After 2 hours reaction was worked up [n the usual way to afford 3.8 g of (2E,4Z)-5-(4-methoxyphenyl)-6-methyl-2,4-heptadienoic acid. A sample was crystallized from cyclohexanehexane to give the analytical specimen, mp 131.5°-133° C.

Workup

  1. customAfter 2 hours reaction

Sources & evidence

ORD record
ord-31722a34e16342ab9585fafb877efad6
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

Loading…