Sodium Hydroxide → HCID 14347285, compound

HRID 1110572Notes

Reaction equation

HRID 1110572 reaction equation
C[O:2][C:3](=[O:17])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)\[CH3:8].[OH-].[Na+]>CO>[CH3:16][O:15][C:12]1[CH:11]=[CH:10][C:9](/[C:7](/[CH3:8])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:17])=[O:2])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14347287HCID 14347287, compound

Product 1

HCID 14347285HCID 14347285, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-methoxyphenyl)-2,4-hexadienoic acid methyl ester (6.8 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 to give 6.1 g of (E,E)-5-(4-methoxyphenyl)-2,4-hexadienoic acid. Crystallization of a portion from 2-propanol furnished the analytical sample, mp 174°-177° C.

Sources & evidence

ORD record
ord-66be2930507b4ea284e174de0b6bc56d
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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