반응 #162612

반응 방정식

2,4,6-trichloropyrimidine

3-oxa-8-azabicyclo[3.2.1]octane hydrochloride

Triethylamine

→

title compound

수율 75.3%

8-(2,6-Dichloropyrimidin-4-yl)-3-oxa-8-azabicyclo[3.2.1]octane

수율 75.3%

용매

EtOH

반응 조건

후처리

1. 1
   기타In a 250 mL round-bottomed flask was placed
2. 2
   온도to slowly warm to room temperature
3. 3
   농축was then concentrated under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
5. 5
   세척washed
6. 6
   건조The organic phase was dried over MgSO4
7. 7
   여과filtered
8. 8
   농축concentrated
9. 9
   workup.ADDITIONThe crude product was added to a silica gel column
10. 10
    세척was eluted with ethyl acetate in hexanes (5-20%)

실험 절차

In a 250 mL round-bottomed flask was placed 2,4,6-trichloropyrimidine (8, 0.575 mL, 5 mmol) in EtOH (20 mL) to give a colorless solution. 3-oxa-8-azabicyclo[3.2.1]octane hydrochloride (33, 748 mg, 5.00 mmol) was added and the solution was cooled to 0° C. Triethylamine (2.091 mL, 15 mmol) was added slowly and the mixture was allowed to slowly warm to room temperature. The mixture was stirred at room temperature for one hour and was then concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with sat NaHCO3. The organic phase was dried over MgSO4, filtered and concentrated. The crude product was added to a silica gel column and was eluted with ethyl acetate in hexanes (5-20%) to give the title compound (980 mg, 75%) as a white solid.

출처