Sodium Hydroxide → HCID 14347288, compound

HRID 2232822Notes

Reaction equation

HRID 2232822 reaction equation
C[O:2][C:3](=[O:18])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)\[CH2:8][CH3:9].[OH-].[Na+]>CO>[CH3:17][O:16][C:13]1[CH:12]=[CH:11][C:10](/[C:7](/[CH2:8][CH3:9])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:18])=[O:2])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742576HCID 86742576, compound

Product 1

HCID 14347288HCID 14347288, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-2,4-heptadienoic acid methyl ester (8 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (30 mL). After 2.5 hours the reaction was worked up in the usual way and the acid crystallized from 2-propanol-hexane to give 5.4 g of (E,E)-5-(4-methoxyphenyl)-2,4-heptadienoic acid, mp 135.5°-137° C.

Workup

  1. customthe acid crystallized from 2-propanol-hexane

Sources & evidence

ORD record
ord-963631ff85874843b5c5e3479f02d5a1
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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