تفاعل #3866

ord-badde64ec33c4001be5240ae6f4f35f0

معادلة التفاعل

CS(=O)(=O)Cl
Methane sulfonyl chloride
COc1cccc2c1OCCC2O
product
COc1cccc2c1OCCC2O
4-Hydroxy-8-methoxy-2,3-dihydrobenzopyran
CCN(CC)CC
triethylamine
C1CCNCC1
piperidine
COc1cccc2c1OCCC2N1CCCCC1
desired product
COc1cccc2c1OCCC2N1CCCCC1
8-Methoxy-4-piperidino-2,3-dihydrobenzopyran

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe reaction mixture is stirred under nitrogen overnight
  2. 2
    غسيلThe reaction mixture is washed with sat'd aq. sodium bicarbonate
  3. 3
    أخرىdried
  4. 4
    ترشيحfiltered
  5. 5
    أخرىevaporated in vacuo

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04722925uspto-grants-1988_02