(Acetyloxy)acetonitrile → (Acetyloxy)acetonitrile

HRID 275502Notes

Reaction equation

HRID 275502 reaction equation
[C:1]([O:4][CH2:5][C:6]#[N:7])(=[O:3])[CH3:2].[CH:8]([NH:10][C:11]1[C:16]([Cl:17])=[CH:15][C:14]([F:18])=[CH:13][C:12]=1[Cl:19])=[O:9].[Na]>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>[C:1]([O:4][CH2:5][C:6]#[N:7])(=[O:3])[CH3:2].[C:6]([CH2:5][N:10]([CH:8]=[O:9])[C:11]1[C:12]([Cl:19])=[CH:13][C:14]([F:18])=[CH:15][C:16]=1[Cl:17])#[N:7]

Participants

7

Reactant 3

HCID 13843(Acetyloxy)acetonitrileHCID 5360545SodiumHCID 15767077HCID 15767077, compound

Product 2

HCID 13843(Acetyloxy)acetonitrileHCID 15767078HCID 15767078, compound

Reagents, catalysts & solvents 2

HCID 70681Tetrabutylammonium ChlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

Cyanomethyl acetate was prepared according to the method described in Synth. Commun. 2, 215 (1972). A mixture of 2.78 g (10 millimole) of tetrabutylammonium chloride and 1 g (10 millimole) of cyanomethyl acetate was dissolved in 10 ml of dichloromethane. To the reaction mixture were added 2 g (9.6 millimoles) of N-formyl-2,6 dichloro-4-fluoroaniline and 3 ml (12 millimoles) of a 4 mole/l sodium hydroxyde aqueous solution. After stirring for 1 hour at room temperature, N-cyanomethyl-N-formyl-2,6-dichloro-4-fluoroaniline was obtained.

Sources & evidence

ORD record
ord-37806c01b6be454aa580efc0e855b3bd
Source dataset
uspto-grants-1995_02
Patent number
US05393913

Reaction notes

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