Sodium Hydroxide → HCID 14347296, compound

HRID 1110595Notes

Reaction equation

HRID 1110595 reaction equation
C[O:2][C:3](=[O:24])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)\[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[OH-].[Na+]>CO>[CH3:23][O:22][C:19]1[CH:18]=[CH:17][C:16](/[C:7](/[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:24])=[O:2])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742589HCID 86742589, compound

Product 1

HCID 14347296HCID 14347296, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-2,4-tridecadienoic acid methyl ester (11 g) was saponified in a refluxing mixture of methanol (40 mL) and 2N NaOH (40 mL). After 2.5 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-tridecadienoic acid, mp 109°-110° C.

Workup

  1. customthe crude acid was crystallized from hexane

Sources & evidence

ORD record
ord-c9953d87dec74e2a8236fa900d7c5822
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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