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ChemicalBook CAS DataBase List 4-(2-Chloro-6-nitrophenyl)Morpholine, 97%
65152-10-5

4-(2-Chloro-6-nitrophenyl)Morpholine, 97% synthesis

3synthesis methods
-

Yield:65152-10-5 93 %

Reaction Conditions:

with triethylamine in tetrahydrofuran at 20 - 70;Inert atmosphere;

Steps:

Step 1: 4-(2-chloro-6-nitro-phenyl)morpholine

To a solution of morpholine (744.45 mg, 744.45 uL, 8.55 mmolq) and triethylamine (1.15 g, 1.59 mL, 11.39 mmol) in tetrahydrofuran (20 mL) was added 1-chloro-2-fluoro-3-nitro-benzene (1 g, 666.67 uL, 5.7 mmol, CAS: 2106-49-2) at room temperature. The reaction mixture was then heated to 60 °C and stirred overnight. Morpholine (248.15 mg, 248.15 uL, 2.85 mmol) was added again. The mixture was heated to reflux and after a few hours, morpholine (248.15 mg, 248.15 uL, 2.85 mmol) and triethylamine (1.15 g, 1.59 mL, 11.39 mmol) were added again. The reaction was stirred at 70 °C overnight, cooled to room temperature, diluted with water and extracted three times with dichloromethane. The organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to provide the title compound as an orange solid (1.36 g, 93 % yield). MS (ESI): m/z= 243.0 [M+H]+

References:

WO2022/180136,2022,A1 Location in patent:Page/Page column 88; 116