反应 #1714685

反应方程式

2,8-dichloroquinoline-3-carboxaldehyde

(R)-(−)-2-methyl-2-propanesulfinamide

Water

→

title compound

收率 97.5%

(R,E)-N-[(2,8-Dichloroquinolin-3-yl)methylidene]-2-methylpropane-2-sulfinamide

收率 97.5%

溶剂

THF

反应条件

后处理

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued for 17 h at r.t
3. 3
   其他the precipitate obtained
4. 4
   过滤was filtered
5. 5
   洗涤washed with DCM
6. 6
   干燥The organic layer was dried (Na2SO4)
7. 7
   浓缩concentrated in vacuo

实验过程

To a solution of 2,8-dichloroquinoline-3-carboxaldehyde (43.0 g, 0.19 mol) in anhydrous THF (500 mL) was added titanium(IV) isopropoxide (114 mL, 0.38 mol) at r.t. After stirring for 15 minutes, (R)-(−)-2-methyl-2-propanesulfinamide (23.0 g, 0.19 mol) was added and stirring was continued for 17 h at r.t. Water (1 L) was added to the reaction mixture and the precipitate obtained was filtered and washed with DCM. The organic layer was dried (Na2SO4) and concentrated in vacuo to give the title compound (61 g, 97%) as a pale yellow solid. δH (CDCl3) 9.11 (1H, s), 8.83 (1H, s), 7.93 (1H, dd, J 7.54, 1.31 Hz), 7.88 (1H, dd, J 8.22, 1.31 Hz), 7.55 (1H, t, J 7.88 Hz), 1.33 (9H, s).

来源