反応 #62058

反応方程式

2

5,5-Dichloro-1-morpholin-4-yl-pent-4-ene-1,3-dione

perchloric acid

NaOH

→

3

収率 75.4%

2-Chloro-6-morpholin-4-yl-pyran-4-one

収率 75.4%

溶媒

dioxane

反応条件

後処理

1. 1
   温度The reaction was cooled
2. 2
   ろ過filtered
3. 3
   抽出The aqueous layer was extracted with DCM (4×30 ml)
4. 4
   乾燥dried over MgSO4
5. 5
   workup.ADDITIONThe organic layer was further treated with charcoal
6. 6
   ろ過filtered through celite
7. 7
   その他The dark yellow filtrate was evaporated in vacuo
8. 8
   その他the resulting solid was triturated with hexane (50 ml)
9. 9
   その他dried

実験手順

To a suspension of 2 (11.3 g, 44.9 mmol) in dioxane was added perchloric acid (11.4 ml, 0.14 mol) and the reaction was heated at 90° C. under N2 for 1 hour. The reaction was cooled, neutralised with 2M NaOH (75 ml) and filtered. The aqueous layer was extracted with DCM (4×30 ml) and the organic layers were combined and dried over MgSO4. The organic layer was further treated with charcoal and filtered through celite. The dark yellow filtrate was evaporated in vacuo, and the resulting solid was triturated with hexane (50 ml) and dried to give 3 (7.3 g, 75%) as a light yellow powder. m/z (LC-MS, ESP): 216 (M++1). 1H-NMR (300 MHz, DMSO-d6): 3.3 (t, 4H), 3.65 (t, 4H), 5.4 (d, 1H), 6.25 (d, 1H).

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