Sodium Hydroxide → HCID 14347306, compound

HRID 1110592Notes

Reaction equation

HRID 1110592 reaction equation
C[O:2][C:3](=[O:20])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)\[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[OH-].[Na+]>CO>[F: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:20])=[O:2])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86742585HCID 86742585, compound

Product 1

HCID 14347306HCID 14347306, compoundYield 80.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(4-fluorophenyl)-2,4-decadienoic acid methyl ester (6.5 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (30 mL). After 2 hours the crude acid was isolated in the usual way and crystallized from hexane to yield 4.99 g of (E,E)-5-(4-fluorophenyl)-2,4-decadienoic acid, mp 116.5°-117.5° C.

Workup

  1. customAfter 2 hours the crude acid was isolated in the usual way
  2. customcrystallized from hexane

Sources & evidence

ORD record
ord-274f78471d044453a0f7c92820bb54a3
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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