반응 #44618

반응 방정식

sodium hydroxide

water

toluene THF

(S)-1-[(S)-1-(2,6-difluoropyridin-3-yl)ethylamino]propan-2-ol (+)-di-p-toluoyl-D-tartrate

→

title compound

수율 115.4%

(S)-4-[(S)-1-(2,6-difluoropyridin-3-yl)ethyl]-6-methylmorpholin-2,3-dione

수율 115.4%

용매

toluene

반응 조건

후처리

1. 1
   기타The organic layer was separated
2. 2
   추출The water layer was extracted with 50% toluene-THF (800 mL) three times
3. 3
   농축concentrated under reduced pressure
4. 4
   workup.ADDITIONTo the residue, diethyl oxalate (200 mL) was added
5. 5
   기타The resulting reaction solution
6. 6
   온도was heated to and
7. 7
   온도cooled with ice
8. 8
   workup.STIRRINGwhile stirring
9. 9
   여과The precipitated crystal was filtered
10. 10
    세척washed with toluene and diethyl ether
11. 11
    기타dried in air

실험 절차

A 5 N sodium hydroxide aqueous solution (450 mL), water (1000 mL), and 50% toluene-THF (2000 mL) were added to (S)-1-[(S)-1-(2,6-difluoropyridin-3-yl)ethylamino]propan-2-ol (+)-di-p-toluoyl-D-tartrate (199 g). The organic layer was separated. The water layer was extracted with 50% toluene-THF (800 mL) three times. All the organic layers were combined and concentrated under reduced pressure. To the residue, diethyl oxalate (200 mL) was added. The resulting reaction solution was heated to and stirred at 140 to 150° C. After 3 hr, the reaction solution was diluted with toluene (500 mL) and cooled with ice while stirring. The precipitated crystal was filtered, washed with toluene and diethyl ether, and dried in air to give 103 g of the title compound. The physical property values of this compound were as follows:

출처