Reaktion #65144

Reaktionsgleichung

sodium hydride

ethyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-nitrobenzoate

2-iodopropane

→

Ethyl 2-[(1-methylethyl)amino]-3-nitrobenzoate

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITThe mixture is left
2. 2
   Temperaturthe mixture is heated at 80° C. for 4 hours
3. 3
   workup.WAITat room temperature for 48 hours
4. 4
   SonstigeHydrolysis
5. 5
   workup.ADDITIONby adding
6. 6
   Extraktionwater and extraction
7. 7
   SonstigeThe organic phase is collected
8. 8
   Waschenwashed successively with water and with a saturated sodium chloride solution
9. 9
   SonstigeIt is dried
10. 10
    Sonstigeevaporated

Vorschrift

4.8 g (0.12 mol) of a 60% sodium hydride solution are added, at 0° C., under argon, and in portions, to a solution of 34 g (0.11 mol) of ethyl 2-[[(1,1-dimethylethoxy)carbonyl]amino]-3-nitrobenzoate in 100 ml of dimethylformamide. The mixture is left stirring for 20 minutes at 0° C. 55.9 g (0.33 mol) of 2-iodopropane are then added and the mixture is heated at 80° C. for 4 hours and then at room temperature for 48 hours. Hydrolysis is carried out by adding water and extraction is carried out 3 times with ethyl acetate. The organic phase is collected and washed successively with water and with a saturated sodium chloride solution. It is dried and evaporated.

Quelle