Sodium Hydroxide → HCID 14347277, compound

HRID 2232814Notes

Reaction equation

HRID 2232814 reaction equation
C[O:2][C:3](=[O:21])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)\[C:8]1[S:9][CH:10]=[CH:11][CH:12]=1.[OH-].[Na+]>CO>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13](/[C:7](/[C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:6]/[CH:5]=[CH:4]/[C:3]([OH:21])=[O:2])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14347279HCID 14347279, compound

Product 1

HCID 14347277HCID 14347277, compoundYield 75.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the manner described in Example 99, (2E,4Z)-5-(4-methoxyphenyl)-5-(2-thienyl)-2,4-pentadienoic acid methyl ester (4.7 g) was saponified in a refluxing mixture of methanol (20 mL) and 2N NaOH (20 mL). After the cooled reaction was worked up in the usual manner, the crude acid was crystallized from 2-propanol to provide 3.4 g of (2E,4Z)-5-(4-methoxyphenyl) -5-(2-thienyl)-2,4-pentadienoic acid, mp 214°-216° C.

Workup

  1. customAfter the cooled reaction
  2. customthe crude acid was crystallized from 2-propanol

Sources & evidence

ORD record
ord-bce67e53016e43cdb271d5ab5a9f03c4
Source dataset
uspto-grants-1988_11
Patent number
US04788206

Reaction notes

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