Sodium Hydroxide → 5-(2,4-Dichlorophenyl)-4-methylpenta-2,4-dienoic acid

HRID 597890Notes

Reaction equation

HRID 597890 reaction equation
C([O:3][C:4](=[O:18])[CH:5]=[CH:6][C:7]([CH3:17])=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[Cl:16])C.[OH-].[Na+]>CCO>[Cl:16][C:10]1[CH:11]=[C:12]([Cl:15])[CH:13]=[CH:14][C:9]=1[CH:8]=[C:7]([CH3:17])[CH:6]=[CH:5][C:4]([OH:18])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 724730035-(2,4-Dichlorophenyl)-4-methylpenta-2,4-dienoic acid ethyl ester

Product 1

HCID 724731095-(2,4-Dichlorophenyl)-4-methylpenta-2,4-dienoic acidYield 9.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

5-(2,4-Dichlorophenyl)-4-methylpenta-2,4-dienoic acid ethyl ester (2.37 g, 0.083 mol) was suspended in EtOH (50 mL). 2 N NaOH (13 mL, 3 eq) was added and the mixture was heated at 50° C. for 1 hour. The mixture was cooled to room temperature and acidified to pH 1. The resulting solid was collected to give 2 g of 5-(2,4-dichlorophenyl)-4-methylpenta-2,4-dienoic acid.

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. customThe resulting solid was collected

Sources & evidence

ORD record
ord-757727612bf84516a0b8008795a4c0f4
Source dataset
uspto-grants-2011_03
Patent number
US07897601B2

Reaction notes

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