Sodium Hydroxide → HCID 14347282, compound

HRID 1110570Notes

Reaction equation

HRID 1110570 reaction equation
C[O:2][C:3](=[O:22])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)\[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=1.[OH-].[Na+]>CO>[CH:16]1(/[C:7](/[C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:22])=[O:2])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14347284HCID 14347284, compound

Product 1

HCID 14347282HCID 14347282, compoundYield 70.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described in Example 99, (2E,4Z)-5-cyclohexyl-5-(4-methoxyphenyl)-2,4-pentadienoic acid methyl ester (5.2 g) was saponified in a refluxing mixture of methanol (20 mL) and 2N NaOH (20 mL). After 2.5 hours the crude product was isolated in the usual way crystallized from 2-propanol-hexane to give 3.5 g of (2E,4Z)-5-cyclohexyl-5-(4-methoxyphenyl)-2,4-pentadienoic acid, mp 185°-186° C.

Workup

  1. customAfter 2.5 hours the crude product was isolated in the usual way
  2. customcrystallized from 2-propanol-hexane

Sources & evidence

ORD record
ord-358fa4f319844550ad38a1f9475649a3
Source dataset
uspto-grants-1990_12
Patent number
US04975438

Reaction notes

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