Sodium Hydroxide → HCID 14347295, compound

HRID 2232842Notes

Reaction equation

HRID 2232842 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)\[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[OH-].[Na+]>CO>[CH3:21][O:20][C:17]1[CH:16]=[CH:15][C:14](/[C:7](/[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:22])=[O:2])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742588HCID 86742588, compound

Product 1

HCID 14347295HCID 14347295, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-2,4-undecadienoic acid methyl ester (5.9 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (30 mL). After 3 hours the reaction was worked up in the usual way and the crude acid was crystallized from hexane to give 3.27 g of (E,E)-5-(4-methoxyphenyl)-2,4-undecadienoic acid, mp 8°-89.5° C.

Workup

  1. customthe crude acid was crystallized from hexane

Sources & evidence

ORD record
ord-ea54ffc440684799bed59cb0a701c136
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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