Chloroform → 2,6-Diethylphenylisonitrile

HRID 1702126Notes

Reaction equation

HRID 1702126 reaction equation
[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH3:11])[C:4]=1[NH2:5])[CH3:2].[CH:12](Cl)(Cl)Cl.[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(Cl)Cl>[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH3:11])[C:4]=1[N+:5]#[C-:12])[CH3:2]

Participants

6

Reactant 3

HCID 6212ChloroformHCID 113692,6-DiethylanilineHCID 14798Sodium Hydroxide

Product 1

HCID 1510572,6-Diethylphenylisonitrile

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

The procedure of Example 1 was again followed, using 75 g (0.5 mole) of 2,6-diethylaniline, 60 ml of chloroform, 100 ml of methylene chloride, 200 ml of 50% aqueous sodium hydroxide, and 700 mg of benzyltriethylammonium chloride. The product was an oil weighing 36 g, with structure confirmed by mass spectroscopy.

Sources & evidence

ORD record
ord-d7d8fef0fb0047a0af787c1fa2ec8325
Source dataset
uspto-grants-1983_04
Patent number
US04380468

Reaction notes

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