Hydrochloric Acid → HCID 53722686, compound

HRID 440569Notes

Reaction equation

HRID 440569 reaction equation
C1(C)C=CC=CC=1.[OH-].[Na+].[Cl:10][C:11]1[CH:30]=[CH:29][C:14]([CH:15]=[C:16]2[CH2:20][CH2:19][C:18]([CH:25]([CH3:27])[CH3:26])(C(OC)=O)[C:17]2=[O:28])=[CH:13][CH:12]=1.Cl>O.C(O)(C)C>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([CH:15]=[C:16]2[CH2:20][CH2:19][CH:18]([CH:25]([CH3:27])[CH3:26])[C:17]2=[O:28])=[CH:29][CH:30]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 14798Sodium HydroxideHCID 67742446HCID 67742446, compound

Product 1

HCID 53722686HCID 53722686, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

To a mixed solution of 150 ml of toluene, 50 ml of isopropanol, and 100 ml of water were added 58.6 g of sodium hydroxide and 50 g of methyl 3-(4-chlorobenzylidene)-1-isopropyl-2-oxocylopentanecarboxylate (prepared in Example 2). The mixture was stirred for 4 hours at 70°-80° C. The reaction mixture was poured into 2000 ml of 10% aqueous solution of hydrochloric acid and extracted with 300 ml of ethyl acetate. The organic layer was washed with water and dried, followed by evaporation of the solvent to obtain the target compound.

Workup

  1. extractionextracted with 300 ml of ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. customfollowed by evaporation of the solvent
  5. customto obtain the target compound

Sources & evidence

ORD record
ord-b222b9ca2bc04c7290ecf9e7b809bb71
Source dataset
uspto-grants-1996_05
Patent number
US05519160

Reaction notes

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