Propionitrile → 2-Nonenenitrile, 2,3-dimethyl-

HRID 263164

Reaction equation

HRID 263164 reaction equation
[CH3:1][C:2](=O)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:10](#[N:13])[CH2:11][CH3:12].[O-2].[Ca+2].[OH-].C[N+](C)(C)C>O>[CH3:12][C:11](=[C:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[C:10]#[N:13]

Participants

6

Reactant 4

HCID 7854PropionitrileHCID 80932-OctanoneHCID 60966Tetramethylammonium hydroxideHCID 6850728Calciumoxide

Product 1

HCID 1037492-Nonenenitrile, 2,3-dimethyl-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
103 °C

Procedure

Into a 100 ml. flask, equipped with a magnetic stirrer, thermometer, condensor, and static nitrogen head, was placed 13.6 g. of 2-octanone, 11 g. of propionitrile, 61 g. of calcium oxide and 0.3 g. of 25% tetramethyl ammonium hydroxide in water. The mixture was held at reflux (103° C.) for 16 hours at which time gas chromatographic analysis showed 7% product nitrile relative to starting ketone.

Workup

  1. customflask, equipped with a magnetic stirrer

Sources & evidence

ORD record
ord-526caeda957f4c6ca162f39a48ff715a
Source dataset
uspto-grants-1979_05
Patent number
US04156690

Linked notes

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