反応 #67952

反応方程式

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

溶媒

chloroform

acetic acid

dichloromethane

反応条件

後処理

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
   温度under reflux
6. 6
   温度by heating
7. 7
   その他The organic layer was separated
8. 8
   抽出the aqueous layer was extracted with chloroform
9. 9
   洗浄the resultant solution was washed with an aqueous saturated sodium chloride solution
10. 10
    乾燥dried over anhydrous magnesium sulfate
11. 11
    その他the solvent was removed under reduced pressure

実験手順

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.

出典