Sodium Hydroxide → HCID 14347304, compound

HRID 2232836Notes

Reaction equation

HRID 2232836 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 86742583HCID 86742583, compound

Product 1

HCID 14347304HCID 14347304, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (E,E)-5-(3-fluorophenyl)-2,4-decadienoic acid methyl ester (5.54 g) was saponified in a refluxing mixture of methanol (30 mL) and 2N NaOH (30 mL). After 45 minutes the reaction was worked up in the usual way and the crude acid crystallized from hexane to yield 3.85 g of (E,E)-5-(3-fluorophenyl)-2,4-decadienoic acid, mp 84°-85.5° C.

Workup

  1. customthe crude acid crystallized from hexane

Sources & evidence

ORD record
ord-956078d4007f417abd6404fdaa21520f
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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