Sodium Hydroxide → HCID 14347304, compound

HRID 1110588Notes

Reaction equation

HRID 1110588 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-df41eb07eeb64d2fbba7a43196639fb1
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

Loading…