Sodium Hydroxide → HCID 14347302, compound

HRID 2232829Notes

Reaction equation

HRID 2232829 reaction equation
C[O:2][C:3](=[O:20])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=1)\[CH2:8][CH2:9][CH2:10][CH3:11].[OH-].[Na+]>CO>[CH3:19][O:18][C:14]1[CH:13]=[C:12](/[C:7](/[CH2:8][CH2:9][CH2:10][CH3:11])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:20])=[O:2])[CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742580HCID 86742580, compound

Product 1

HCID 14347302HCID 14347302, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(3-methoxyphenyl)-2,4-nonadienoic acid methyl ester (6.41 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 furnish 4.86 g of (E,E)-5-(3-methoxyphenyl)-2,4-nonadienoic acid, mp 77.5°-78.5° C.

Workup

  1. customthe crude acid was crystallized from hexane

Sources & evidence

ORD record
ord-a0a089fc0f364193a074c95efe7ecd0f
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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