Sodium Hydroxide → HCID 14347281, compound

HRID 1110567Notes

Reaction equation

HRID 1110567 reaction equation
C[O:2][C:3](=[O:19])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[CH:16]1[CH2:18][CH2:17]1)\[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[CH:16]1(/[C:7](/[C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:19])=[O:2])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742574HCID 86742574, compound

Product 1

HCID 14347281HCID 14347281, compoundYield 68.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (2E,4Z)-5-cyclopropyl-5-(4-methoxyphenyl)-2,4-pentadienoic acid methyl ester (3.1 g) was saponified in a refluxing mixture of methanol (15 mL) and 2N NaOH (15 mL). After 3 hours the reaction was worked up in the usual way, and the crude was crystallized from 2-propanolhexane to give 2 g of (2E,4Z)-5-cyclopropyl-5-(4-methoxyphenyl)-2,4-pentadienoic acid, mp 154°-155.5° C.

Workup

  1. customthe crude was crystallized from 2-propanolhexane

Sources & evidence

ORD record
ord-b849d6b8bd7c43c9a28274149724bb90
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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