반응 #1020

반응 방정식

ammonium acetate

sodium cyanoborohydride

(4-chloro-2-methylphenoxy)acetone

→

desired product

수율 81.0%

2-(4-chloro-2-methylphenoxy)-1-methylethylamine

수율 81.0%

용매

methanol

반응 조건

후처리

1. 1
   농축After the reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITION180 mL of concentrated hydrochloric acid and 100 mL of water were added to the residue
3. 3
   추출extracted with 300 mL of diethyl ether
4. 4
   추출extracted with 500 mL of ethyl acetate
5. 5
   세척The organic layer was washed with water
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   농축concentrated under reduced pressure
8. 8
   기타was removed from the obtained oily products

실험 절차

120 g of ammonium acetate and 9.8 g of sodium cyanoborohydride were added to a solution containing 31 g of (4-chloro-2-methylphenoxy)acetone dissolved in 700 mL of methanol, and the resultant mixture was stirred for 20 hours at room temperature. After the reaction mixture was concentrated under reduced pressure. 180 mL of concentrated hydrochloric acid and 100 mL of water were added to the residue. The whole mixture was stirred for 1 hour, and then extracted with 300 mL of diethyl ether. The water layer was alkalified using a 5% aqueous solution of sodium hydroxide, and then extracted with 500 mL of ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. A fraction possessing a low boiling point was removed from the obtained oily products to afford 25 g (yield 81%) of the desired product. Refractive index: 1.5360.

출처