Reaktion #67952

Reaktionsgleichung

sodium triacetoxyborohydride

tert-butyl 4-amino-4-methylpiperidine-1-carboxylate

2,3-dihydro-1,4-benzodioxin-6-carbaldehyde

sodium hydrogen carbonate

sodium triacetoxyborohydride

→

tert-butyl 4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)-4-methylpiperidine-1-carboxylate

Lösungsmittel

chloroform

acetic acid

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added
2. 2
   workup.STIRRINGstirred at the same temperature for 30 minutes
3. 3
   workup.STIRRINGstirred at the same temperature for 30 minutes
4. 4
   workup.STIRRINGthe reaction mixture was stirred for 1 hour
5. 5
   Temperaturunder reflux
6. 6
   Temperaturby heating
7. 7
   SonstigeThe organic layer was separated
8. 8
   Extraktionthe aqueous layer was extracted with chloroform
9. 9
   Waschenthe resultant solution was washed with an aqueous saturated sodium chloride solution
10. 10
    Trocknendried over anhydrous magnesium sulfate
11. 11
    Sonstigethe solvent was removed under reduced pressure

Vorschrift

To 5 mL of a dichloromethane solution containing 0.50 g of tert-butyl 4-amino-4-methylpiperidine-1-carboxylate, 0.38 g of 2,3-dihydro-1,4-benzodioxin-6-carbaldehyde and 0.13 mL of acetic acid were added, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was added with 0.74 g of sodium triacetoxyborohydride and stirred at the same temperature for 30 minutes. The reaction mixture was added with 0.74 g of sodium triacetoxyborohydride and stirred at the same temperature for 30 minutes, and then the reaction mixture was stirred for 1 hour under reflux by heating. Thereto were added chloroform and an aqueous saturated sodium hydrogen carbonate solution. The organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and the extract were combined, and the resultant solution was washed with an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 0.81 g of a light brown oily substance, tert-butyl 4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)-4-methylpiperidine-1-carboxylate.

Quelle