반응 #3869

반응 방정식

piperidine

product

7-Methoxy-3-hydroxy-2,2-dimethylbenzofuran

sodium bicarbonate

Methanesulfonyl chloride

→

desired product

7-Methoxy-3-piperidino-2,2-dimethylbenzofuran

용매

methylene chloride

Triethylamine

반응 조건

후처리

1. 1
   기타at RT
2. 2
   온도cooled to 0° C.
3. 3
   workup.STIRRINGstirring
4. 4
   workup.WAITcontinued at RT overnight
5. 5
   기타the phases separated
6. 6
   세척the organic phase washed with sodium bicarbonate
7. 7
   기타dried
8. 8
   여과filtered
9. 9
   기타evaporated in vacuo
10. 10
    workup.DISSOLUTIONThe residue is dissolved in toluene
11. 11
    기타evaporated in vacuo

실험 절차

Triethylamine (29 ml) is added to a stirred solution of the product obtained in Step 4. (25.4 g) in methylene chloride (560 ml) at RT under nitrogen. Methanesulfonyl chloride (11.1 ml) is added dropwise to the mixture which is cooled to 0° C. The mixture is stirred for 3 hours at RT, cooled to 0° C., piperidine (128 ml) added and stirring continued at RT overnight. Sat'd aq. sodium bicarbonate is added to the mixture, the phases separated and the organic phase washed with sodium bicarbonate, sat'd NACl, dried, filtered and evaporated in vacuo. The residue is dissolved in toluene and evaporated in vacuo affording the desired product as the hydrochloride salt.

출처