반응 #536367

반응 방정식

methyl carbamate

2-oxo-4-(hydroxymethylphosphinyl)-butanoic acid

acetic acid

→

objective compound

수율 56.8%

(Z)-2-methoxycarbonylamino-4-(hydroxymethylphosphinyl)-2-butenoic acid

수율 56.8%

용매

toluene

반응 조건

후처리

1. 1
   workup.DISSOLUTIONAfter being dissolved
2. 2
   온도by heating
3. 3
   온도the solution was refluxed with vigorous stirring
4. 4
   기타was from 106 to 108 deg. C
5. 5
   기타Six hours
6. 6
   여과The deposited precipitate was filtered
7. 7
   세척the filtrate was washed with acetic acid
8. 8
   세척After being washed with acetone
9. 9
   기타dried for 5 hours from 40 to 50 deg. C

실험 절차

16.673 g of methyl carbamate, 0.549 g of p-toluenesulfonic acid monohydrate, and 20.000 g of 2-oxo-4-(hydroxymethylphosphinyl)-butanoic acid were added to 56 mL of acetic acid to be suspended. After being dissolved by heating, 112 mL of toluene was added thereto and then the solution was refluxed with vigorous stirring. The internal temperature of the reaction solution was from 106 to 108 deg. C. Six hours later, dissipation of almost all the raw materials was confirmed by HPLC measurement. At this point, the area ratio of Z form to E form was 81:19. The deposited precipitate was filtered and then the filtrate was washed with acetic acid. After being washed with acetone, dried for 5 hours from 40 to 50 deg. C. under a reduced pressure, 14.966 g of the objective compound was obtained (56.8% yield, Z:E=99.7:0.3).

출처