Reaktion #708076

Reaktionsgleichung

sodium carbonate

N-(4'-t-butylbenzyl)-1-naphthylmethylamine

allyl chloride

→

N-allyl-N-(4'-t-butylbenzyl)-1-naphthylmethylamine

Ausbeute 95.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture was reacted at 30° to 40° C. for 5 hours
2. 2
   Extraktionextracted with toluene
3. 3
   WaschenThe organic layer was washed with water, and toluene
4. 4
   Sonstigewas evaporated
5. 5
   SonstigeThe residue was chromatographed on a silica gel column
6. 6
   Wascheneluted with 5% ethyl acetate/n-hexane
7. 7
   EinengenThe eluate was concentrated
8. 8
   Sonstigeto give 3.26 g (yield 95%) of an oily substance

Vorschrift

3.03 g (0.01 mole) of N-(4'-t-butylbenzyl)-1-naphthylmethylamine was dissolved in 50 ml of dry dimethylformamide, and 1.6 g (0.015 mole) of anhydrous sodium carbonate was added. With continued stirring at room temperature, 0.84 g (0.011 mole) of allyl chloride was added, and the mixture was reacted at 30° to 40° C. for 5 hours. The reaction mixture was mixed with ice water and extracted with toluene. The organic layer was washed with water, and toluene was evaporated. The residue was chromatographed on a silica gel column, and eluted with 5% ethyl acetate/n-hexane. The eluate was concentrated to give 3.26 g (yield 95%) of an oily substance.

Quelle