반응 #1478589

반응 방정식

4-aminoacetophenone

D-biotin

N-methylmorpholine

isobutyl chloroformate

→

1b

수율 60.0%

Biotin para-acetophenone

수율 60.0%

용매

DMF

반응 조건

후처리

1. 1
   온도The solution is maintained
2. 2
   workup.STIRRINGstirred at 0° C. for 2 h
3. 3
   기타evaporated to dryness
4. 4
   기타The precipitate obtained
5. 5
   여과is filtered
6. 6
   세척washed with water
7. 7
   workup.DISSOLUTIONThe white precipitate is dissolved in DMF
8. 8
   온도while heating
9. 9
   기타the solution obtained
10. 10
    여과is filtered
11. 11
    세척washed with MeOH
12. 12
    기타The filtrate is recovered
13. 13
    기타evaporated to dryness

실험 절차

The D-biotin (1 g, 4.1 mmol) is solubilized in 45 ml of anhydrous DMF in the hot state. The mixture is cooled to 0° C. under argon, and then N-methylmorpholine (590 μl, 5.33 mmol) and isobutyl chloroformate (840 μl, 6.60 mmol) are successively added. The mixture is kept stirred for 30 min, and then 4-aminoacetophenone (824 mg, 6.10 mmol) is added. The solution is maintained stirred at 0° C. for 2 h, and then evaporated to dryness. The residue is taken up in 50 ml of water. The precipitate obtained is filtered, washed with water and then with 50 ml of MeOH in the hot state. The white precipitate is dissolved in DMF while heating and then the solution obtained is filtered and washed with MeOH. The filtrate is recovered and evaporated to dryness to give 888 mg of 1b (2.46 mmol, 60%).

출처