2-Piperidinone, 5-(3-chlorophenyl)-1-methyl-5-nitro- synthesis
- Product Name:2-Piperidinone, 5-(3-chlorophenyl)-1-methyl-5-nitro-
- CAS Number:1236302-41-2
- Molecular formula:C12H13ClN2O3
- Molecular Weight:268.7
Yield:1236302-41-2 76%
Reaction Conditions:
Stage #1: methylaminewith formaldehyd in 1,3-dioxane;water;ethyl acetate at 20; for 0.0833333 h;
Stage #2: rac-4-(3-chloro-phenyl)-4-nitro-butyric acid methyl ester in 1,3-dioxane at 65; for 6 h;
Steps:
A.6.b.2
To a stirred room temperature solution of 164 ul (1.940 mmol) methylamine (41% in water) in 1 ml dioxane was added 141 ul (1.940 mmol) formaldehyde (37% in water) dropwise (exothermic reaction). The mixture was stirred for 5 min and then a solution of 0.5 g (1.940 mmol) rac-4-(3-chloro-phenyl)-4-nitro-butyric acid methyl ester in 1.5 ml dioxane was added at once. The mixture was stirred at 65° C. for 6 h. The mixture was cooled to room temperature, ethyl acetate and a saturated NaCl solution were added. Aqueous phase was extracted 2 times with ethyl acetate. Combined organic phases were washed with a saturated NaCl solution, dried over sodium sulfate and concentrated in vacuo. The crude product was purified with flash column chromatography on silica gel (Eluent: Heptane/ethyl acetate 0 to 100%) to provide 395 mg (76%) of the title compound as a colorless oil. MS (m/e): 269.2 (MH+).
References:
US2010/197715,2010,A1 Location in patent:Page/Page column 14-15
50-00-0
896 suppliers
$10.00/25g
1236302-40-1
0 suppliers
inquiry
74-89-5
0 suppliers
$13.44/25ML
1236302-41-2
3 suppliers
inquiry
38362-91-3
0 suppliers
inquiry
1236302-41-2
3 suppliers
inquiry