Réaction #3866

Équation de réaction

Methane sulfonyl chloride

product

4-Hydroxy-8-methoxy-2,3-dihydrobenzopyran

triethylamine

piperidine

→

desired product

8-Methoxy-4-piperidino-2,3-dihydrobenzopyran

Solvants

methylene chloride

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe reaction mixture is stirred under nitrogen overnight
2. 2
   LavageThe reaction mixture is washed with sat'd aq. sodium bicarbonate
3. 3
   Autredried
4. 4
   Filtrationfiltered
5. 5
   Autreevaporated in vacuo

Mode opératoire

Methane sulfonyl chloride (14.9 ml) is added dropwise to a solution of the product obtained in Step 1. (31.6 g) and triethylamine (29.3 ml) in methylene chloride (750 ml) cooled to 0° C. under nitrogen. The reaction mixture is stirred for 11/2 hours; piperidine (175 ml) is added and the reaction mixture is stirred under nitrogen overnight. The reaction mixture is washed with sat'd aq. sodium bicarbonate, sat'd NaCl, dried, filtered and evaporated in vacuo yielding the desired product as its hydrochloride salt.

Source