Reaktion #543541

Reaktionsgleichung

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

isoamyl nitrite

hydrochloric acid

→

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was maintained below 5° C. during the addition
2. 2
   workup.STIRRINGstirred at 5° C. for an additional 2 h
3. 3
   SonstigeThe solid formed
4. 4
   Filtrationwas filtered
5. 5
   Waschenwashed with cold ether:ethanol (3:1, 150 mL)
6. 6
   Sonstigedried
7. 7
   SonstigeIt was crystallized from acetonitrile

Vorschrift

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.

Quelle