Sodium Hydroxide → HCID 14347289, compound

HRID 2232823Notes

Reaction equation

HRID 2232823 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)\[CH:8]([CH3:10])[CH3:9].[OH-].[Na+]>CO>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11](/[C:7](/[CH:8]([CH3:10])[CH3:9])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:19])=[O:2])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14347291HCID 14347291, compound

Product 1

HCID 14347289HCID 14347289, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-6-methyl -2,4-heptadienoic acid methyl ester (4 g) was saponified in a refluxing mixture of methanol (15 mL) and 2N NaOH (15 mL). After 2 hours reaction was worked up in the usual way and the crude acid was crystallized from cyclohexane-hexane to provide 2.8 g of (E,E)-5-(4-methoxyphenyl)-6-methyl-2,4-heptadienoic acid, mp 140.5°-141.5° C.

Workup

  1. customAfter 2 hours reaction
  2. customthe crude acid was crystallized from cyclohexane-hexane

Sources & evidence

ORD record
ord-05b9c744e203492698e16b3efd044de2
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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