Hydrochloric Acid → HCID 11229426, compound

HRID 986832Notes

Reaction equation

HRID 986832 reaction equation
[C:1]([O:7]C)(=O)[C:2]([CH3:5])([CH3:4])[CH3:3].[H-].[Na+].[CH2:11]([C:18]#[N:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[H][H].Cl>C1(C)C=CC=CC=1.O>[CH3:3][C:2]([CH3:5])([CH3:4])[C:1](=[O:7])[CH:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:18]#[N:19]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 8794PhenylacetonitrileHCID 24758Sodium hydrideHCID 69027Methyl pivalateHCID 178418361HCID 178418361, compound

Product 1

HCID 11229426HCID 11229426, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

116 grams (1 mole) of methyl pivalate, 60 grams (2 moles) of sodium hydride (80 weight % suspension in white oil) and 234.3 grams (2 moles) of benzyl cyanide were reacted in 750 ml of dry toluene at 60° C. until the end of the evolution of hydrogen. There were added 500 ml of water to the cooled reaction solution, the mixture stirred and the aqueous phase acidified with HCl to pH 3 after the separation and then extracted with chloroform. After concentrating the chloroform the oil residue was fractionated at 0.6 Torr. 110.6 grams (55% of theory) of 4,4-dimethyl-2-phenyl-3-oxopentanenitrile came over at 111° C.

Workup

  1. customto the cooled reaction solution
  2. customafter the separation
  3. extractionextracted with chloroform
  4. concentrationAfter concentrating the chloroform the oil residue
  5. customcame over at 111° C.

Sources & evidence

ORD record
ord-88e2f91d1aef40acb3655845850b4920
Source dataset
uspto-grants-1987_12
Patent number
US04716237

Reaction notes

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