Reacción #543541

Ecuación de reacción

4-methyl-1-(phthalimido)-3-pentene

isoamyl nitrite

hydrochloric acid

→

4-Chloro-4-methyl-1-(phthalimido)-3-nitrosopentane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was maintained below 5° C. during the addition
2. 2
   workup.STIRRINGstirred at 5° C. for an additional 2 h
3. 3
   OtroThe solid formed
4. 4
   Filtraciónwas filtered
5. 5
   Lavadowashed with cold ether:ethanol (3:1, 150 mL)
6. 6
   Otrodried
7. 7
   OtroIt was crystallized from acetonitrile

Procedimiento

To a cooled (0-5° C.) solution of 4-methyl-1-(phthalimido)-3-pentene (5.0 g, 0.022 mol) and isoamyl nitrite (13.0 g, 15 mL, 0.11 mol) was added concentrated hydrochloric acid (4.0 mL, 0.04 mol) with stirring. The reaction mixture was maintained below 5° C. during the addition and stirred at 5° C. for an additional 2 h. The solid formed was filtered and washed with cold ether:ethanol (3:1, 150 mL) and dried. Yield: 4.72 g (72.8%). It was crystallized from acetonitrile. mp 140-141° C. MS: (M+H)+=296.0.

Fuente