Reaktion #328258

Reaktionsgleichung

dimethylamine

2-(1-chloroethyl)-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol

2-chloropropionitrile

→

2-[1-(dimethylamino)ethyl]-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol

Ausbeute 96.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigesynthesized
2. 2
   TemperaturAfter cooling to room temperature the reaction mixture
3. 3
   Einengenwas concentrated
4. 4
   Sonstigethe residue was partitioned between brine (50 mL) and ethyl acetate (50 mL)
5. 5
   SonstigeThe organic layer was separated
6. 6
   Waschenwashed with brine (20 mL)
7. 7
   Trocknendried over sodium sulfate
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated

Vorschrift

To a solution of dimethylamine (2M solution in tetrahydrofuran, 4.0 mL, 8.0 mmol) was added 2-(1-chloroethyl)-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol (synthesized according to the method of reagent preparation 18 using 2-chloropropionitrile in step 1) (50 mg, 0.21 mmol) and the reaction mixture was stirred in a sealed tube for 16 hours at 80° C. After cooling to room temperature the reaction mixture was concentrated and the residue was partitioned between brine (50 mL) and ethyl acetate (50 mL). The organic layer was separated and washed with brine (20 mL), dried over sodium sulfate, filtered and concentrated to give 2-[1-(dimethylamino)ethyl]-6,6-dimethyl-5,6,7,8-tetrahydroquinazolin-4-ol (50 mg, 96%). MS (EI) for C14H23N3O: 250 (MH+).

Quelle