Sodium Hydroxide → (E)-3-[4-(3-Dimethylaminopropenyl)phenyl]acrylic Acid

HRID 381483Notes

Reaction equation

HRID 381483 reaction equation
[CH3:1][N:2]([CH3:18])[CH2:3][CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([O:16]C)=[O:15])=[CH:8][CH:7]=1.[OH-].[Na+]>CO>[CH3:18][N:2]([CH3:1])[CH2:3][CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86755260(E)-3-[4-(3-dimethylaminopropenyl)phenyl]acrylic acid, methyl ester

Product 1

HCID 70098974(E)-3-[4-(3-Dimethylaminopropenyl)phenyl]acrylic AcidYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This product was prepared by refluxing for four hours, (E)-3-[4-(3-dimethylaminopropenyl)phenyl]acrylic acid, methyl ester with NaOH (0.16 g, 2 equiv.) in 10 mL of MeOH. After evaporation of the solvent in vacuo, treatment with 5 mL of HCl (1N) gave the title compound (0.4 g, 85%) as a gummy orange solid.

Workup

  1. customThis product was prepared
  2. temperatureby refluxing for four hours
  3. customAfter evaporation of the solvent in vacuo, treatment with 5 mL of HCl (1N)

Sources & evidence

ORD record
ord-470fc1fb6b904f5cb07de250351931b8
Source dataset
uspto-grants-2001_10
Patent number
US06306870B1

Reaction notes

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