Water → HCID 12918689, compound

HRID 894299Notes

Reaction equation

HRID 894299 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][CH2:6][C:7](=[O:19])[CH:8]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18])C#N)C.S(=O)(=O)(O)O.O>C(O)(=O)C>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[CH2:8][C:7](=[O:19])[CH2:6][CH2:5][C:4]([OH:20])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 12918688HCID 12918688, compound

Product 1

HCID 12918689HCID 12918689, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A 1-liter 1-neck R.B. flask was charged with 156.61 g (0.50 Mol) of ethyl-5-(2',4'-dichlorophenyl)-5-cyano-4-ketopentanoate, 153 ml of concentrated sulfuric acid, 153 ml of water, and 440 ml of glacial acetic acid. The reaction mixture was stirred and refluxed for 24 hours. l g, 80% yield) was obtained as a viscous dark-colored oil.

Workup

  1. temperaturerefluxed for 24 hours
  2. customl g, 80% yield) was obtained as a viscous dark-colored oil

Sources & evidence

ORD record
ord-72d53ef6cbde4610b19c1f0006a1bd78
Source dataset
uspto-grants-1981_08
Patent number
US04283348

Reaction notes

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