反応 #62057

反応方程式

NaHCO3

1

4-Chloro-4-(2,2,2-trichloro-ethyl)-oxetan-2-one

morpholine

→

2

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

溶媒

DCM

DCM

TBME

反応条件

後処理

1. 1
   ろ過The reaction was filtered
2. 2
   洗浄washed with DCM (3×100 ml)
3. 3
   濃縮the combined organic layers were concentrated in vacuo to a slurry which
4. 4
   洗浄further washed with DCM (4×100 ml)
5. 5
   濃縮The combined organic layers were concentrated in vacuo
6. 6
   workup.STIRRINGstirred for 1 hour
7. 7
   ろ過filtered
8. 8
   その他dried
9. 9
   その他to give a cream solid
10. 10
    workup.STIRRINGstirred for 15 minutes
11. 11
    ろ過filtered
12. 12
    洗浄washed with TBME
13. 13
    その他dried

実験手順

Two separate solutions of 1 (62.5 g, 0.26 mmol) and morpholine (24.0 g, 0.28 mol) in DCM (120 ml) were added simultaneously to a mixture of NaHCO3 (44.0 g, 0.52 mol) in dry DCM (300 ml). The reaction was maintained at 15° C. over 140 minutes with stirring. The reaction was filtered, washed with DCM (3×100 ml) and the combined organic layers were concentrated in vacuo to a slurry which was then passed through a short silica pad, and further washed with DCM (4×100 ml). The combined organic layers were concentrated in vacuo, suspended in hexane (400 ml) and stirred for 1 hour, filtered and dried to give a cream solid. The solid was suspended in TBME (100 ml), stirred for 15 minutes, filtered, washed with TBME and dried to give 2 as a white powder (47.8 g, 72%). m/z (LC-MS, ESP): 252 (M++1).

出典