2,3-Dibromopropanenitrile → 2-Cyano-1-(3-fluorobenzyloxy)-aziridine

HRID 434499Notes

Reaction equation

HRID 434499 reaction equation
Br[CH:2]([CH2:5]Br)[C:3]#[N:4].[F:7][C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[CH2:11][O:12][NH2:13]>>[C:3]([CH:2]1[CH2:5][N:13]1[O:12][CH2:11][C:10]1[CH:14]=[CH:15][CH:16]=[C:8]([F:7])[CH:9]=1)#[N:4]

Participants

3

Procedure

Analogously to Example 4, by the reaction of 2,3-dibromopropionitrile with O-(3-fluorobenzyl)-hydroxylamine, there is obtained 2-cyano-1-(3-fluorobenzyloxy)-aziridine (see Example 4d). The two invertomers can be separated by column chromatographic separation on silica gel (elution agent diethyl ether/ligroin 1/1 v/v) to give:

Sources & evidence

ORD record
ord-c368cbeeb82b41f0bcc45d66169943a6
Source dataset
uspto-grants-1983_08
Patent number
US04397848

Reaction notes

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