Sodium Hydroxide → HCID 14347292, compound

HRID 2232826Notes

Reaction equation

HRID 2232826 reaction equation
C[O:2][C:3](=[O:19])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)\[CH2:8][CH2:9][CH3:10].[OH-].[Na+]>CO>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11](/[C:7](/[CH2:8][CH2:9][CH3:10])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:19])=[O:2])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742578HCID 86742578, compound

Product 1

HCID 14347292HCID 14347292, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-2,4-octadienoic acid methyl ester (6.7 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (30 mL). After 3 hours reaction was worked up in the usual way and the crude acid crystallized from 2-propanol-hexane to provide 4.85 g of (E,E)-5-(4-methoxyphenyl)-2,4-octadienoic acid, mp 151°-152.5° C.

Workup

  1. customAfter 3 hours reaction
  2. customthe crude acid crystallized from 2-propanol-hexane

Sources & evidence

ORD record
ord-eddbe14c45804954b423f8674e7a1bdd
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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