Sodium Hydroxide → HCID 14347307, compound

HRID 1110593Notes

Reaction equation

HRID 1110593 reaction equation
C[O:2][C:3](=[O:23])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH3:22])[CH:14]=1)\[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+]>CO>[CH3:22][O:21][C:15]1[CH:14]=[C:13](/[C:7](/[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:23])=[O:2])[CH:18]=[CH:17][C:16]=1[O:19][CH3:20]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742587HCID 86742587, compound

Product 1

HCID 14347307HCID 14347307, compoundYield 69.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(3,4-dimethoxyphenyl)-2,4-decadienoic acid methyl ester (4.9 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (30 mL). After 3 hours the reaction was worked up in the usual manner and the crude acid was crystallized from ether-hexane to provide 3.27 g of (E,E)-5-(3,4-dimethoxyphenyl)-2,4-decadienoic acid, mp 98°-99.5° C.

Workup

  1. customthe crude acid was crystallized from ether-hexane

Sources & evidence

ORD record
ord-9cc3fa397f5246228d47f9e902d783d6
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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