반응 #475714

반응 방정식

compound ( 2a )

(3S,4S)-2,5-Dioxo-3,4-diisobutyroyloxy-3,4-dihydrofuran

hydroxylamine

→

title compound ( 2b )

수율 99.7%

1-Hydroxy-(3S,4S)-2,5-dioxo-3,4-diisobutyroyloxypyrrolidine

수율 99.7%

용매

ethyl acetate

반응 조건

후처리

1. 1
   세척washed successively with aqueous citric acid solution and brine
2. 2
   건조dried over anhydrous sodium sulfate
3. 3
   여과After filtration and concentration in vacuo
4. 4
   온도the reaction mixture heated
5. 5
   온도under reflux for 5 h, with the azeotropically liberated water being
6. 6
   기타collected in a Dean-Stark apparatus
7. 7
   기타Toluene was removed in vacuo

실험 절차

To a stirred solution of compound (2a) (5.98 g, 22 mmol) in ethyl acetate (50 mL) at 0° C. was added a 50% aqueous solution of hydroxylamine (1.75 g, 26.4 mmol). The resulting mixture was stirred at room temperature for 3 h and washed successively with aqueous citric acid solution and brine, then dried over anhydrous sodium sulfate. After filtration and concentration in vacuo, the residue was suspended in toluene and the reaction mixture heated under reflux for 5 h, with the azeotropically liberated water being collected in a Dean-Stark apparatus. Toluene was removed in vacuo to afford the title compound (2b) (6.3 g, quantitative yield). 1H-NMR (400 MHz, CDCl3): δ 1.22 (d, J=6.8 Hz, 12H), 2.69 (hept, J=6.8 Hz, 2H), 5.48 (s, 2H).

출처