Sodium Hydroxide → HCID 14347305, compound

HRID 2232838Notes

Reaction equation

HRID 2232838 reaction equation
C[O:2][C:3](=[O:20])/[CH:4]=[CH:5]/[CH:6]=[C:7](\[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=1)/[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+]>CO>[F:19][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:20])=[O:2])[CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742584HCID 86742584, compound

Product 1

HCID 14347305HCID 14347305, compoundYield 70.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (2E,4Z)-5-(3-fluorophenyl)-2,4-decadienoic acid methyl ester (6.1 g) was saponified in a refluxing mixture of methanol (40 mL) and 2N NaOH (30 mL). After 1 hour the crude acid was isolated in the usual way and crystallized from ether-hexane to give 4.1 g of (2E,4Z)-5-(3-fluorophenyl)-2,4-decadienoic acid, mp 100.5°-101° C.

Workup

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

Sources & evidence

ORD record
ord-02b2b47424894db8a7b3c0050590f505
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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