反応 #3869

反応方程式

piperidine

product

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

sodium bicarbonate

Methanesulfonyl chloride

→

desired product

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

溶媒

methylene chloride

Triethylamine

反応条件

後処理

1. 1
   その他at RT
2. 2
   温度cooled to 0° C.
3. 3
   workup.STIRRINGstirring
4. 4
   workup.WAITcontinued at RT overnight
5. 5
   その他the phases separated
6. 6
   洗浄the organic phase washed with sodium bicarbonate
7. 7
   その他dried
8. 8
   ろ過filtered
9. 9
   その他evaporated in vacuo
10. 10
    workup.DISSOLUTIONThe residue is dissolved in toluene
11. 11
    その他evaporated in vacuo

実験手順

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.

出典