Sodium Hydroxide → HCID 14347294, compound

HRID 1110586Notes

Reaction equation

HRID 1110586 reaction equation
C[O:2][C:3](=[O:21])/[CH:4]=[CH:5]/[CH:6]=[C:7](\[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)/[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+]>CO>[CH3:20][O:19][C:16]1[CH:15]=[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:21])=[O:2])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742582HCID 86742582, compound

Product 1

HCID 14347294HCID 14347294, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (2E,4Z)-5-(4-methoxyphenyl)-2,4-decadienoic acid methyl ester (3.6 g) was saponified in a refluxing mixture of methanol (40 mL) and 1N NaOH (40 mL). After 45 minutes the acid was isolated in the usual way and crystallized from ether-hexane to give 3.0 g of (2E,4Z)-5-(4-methoxyphenyl)-2,4-decadienoic acid, mp 86.5°-87.5° C.

Workup

  1. customAfter 45 minutes the acid was isolated in the usual way
  2. customcrystallized from ether-hexane

Sources & evidence

ORD record
ord-22322d8008f442ebbbcdf75d0822072e
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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