Reaktion #62057

Reaktionsgleichung

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

Lösungsmittel

DCM

DCM

TBME

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction was filtered
2. 2
   Waschenwashed with DCM (3×100 ml)
3. 3
   Einengenthe combined organic layers were concentrated in vacuo to a slurry which
4. 4
   Waschenfurther washed with DCM (4×100 ml)
5. 5
   EinengenThe combined organic layers were concentrated in vacuo
6. 6
   workup.STIRRINGstirred for 1 hour
7. 7
   Filtrationfiltered
8. 8
   Sonstigedried
9. 9
   Sonstigeto give a cream solid
10. 10
    workup.STIRRINGstirred for 15 minutes
11. 11
    Filtrationfiltered
12. 12
    Waschenwashed with TBME
13. 13
    Sonstigedried

Vorschrift

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).

Quelle