Sodium Hydroxide → HCID 14347293, compound

HRID 2232828Notes

Reaction equation

HRID 2232828 reaction equation
C[O:2][C:3](=[O:20])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)\[CH2:8][CH2:9][CH2:10][CH3:11].[OH-].[Na+]>CO>[CH3:19][O:18][C:15]1[CH:14]=[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]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742579HCID 86742579, compound

Product 1

HCID 14347293HCID 14347293, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-2,4nonadienoic 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 normal manner and the crude product crystallized from 2-propanol-hexane to give 6.2 g of (E,E)-5-(4-methoxyphenyl)-2,4-nonadienoic acid, mp 138°-139.5° C.

Workup

  1. customthe crude product crystallized from 2-propanol-hexane

Sources & evidence

ORD record
ord-79c23c2101974f3fbc2eb6adcc77144b
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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