反応 #44618

反応方程式

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

収率 115.4%

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

収率 115.4%

溶媒

toluene

反応条件

後処理

1. 1
   その他The organic layer was separated
2. 2
   抽出The water layer was extracted with 50% toluene-THF (800 mL) three times
3. 3
   濃縮concentrated under reduced pressure
4. 4
   workup.ADDITIONTo the residue, diethyl oxalate (200 mL) was added
5. 5
   その他The resulting reaction solution
6. 6
   温度was heated to and
7. 7
   温度cooled with ice
8. 8
   workup.STIRRINGwhile stirring
9. 9
   ろ過The precipitated crystal was filtered
10. 10
    洗浄washed with toluene and diethyl ether
11. 11
    その他dried in air

実験手順

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:

出典