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ChemicalBook CAS DataBase List 3-CHLORO-4-(TRIFLUOROMETHOXY)BENZYLAMINE
771581-60-3

3-CHLORO-4-(TRIFLUOROMETHOXY)BENZYLAMINE synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1:3-chloro-4-(trifluoromethoxy)benzonitrile with borane-THF for 2 h;Reflux;Inert atmosphere;
Stage #2: with hydrogenchloride;methanol in water for 7 h;Reflux;
Stage #3: with potassium carbonate in water at 20;

Steps:

2.1
solution of 3-chloro-4-(trifluoromethoxy)benzonitrile (0.47 g, 2.1 mmol) and IM BHs'THF (10 mL, 10 mmol) was refiuxed for 2 h under N2. MeOH (1.5 mL, 37 mmol) was added slowly (caution: gas evolution) followed by IN HCl (3 mL, 3 mmol). The reaction was refiuxed for an additional 7 h, allowed to cool to rt, poured into 10% K2CO3 (40 mL), and extracted with DCM (40 mL x 2). The organic extracts were dried, filtered, and concentrated to give (3-chloro-4-(trifluoromethoxy)phenyl)methanamine as a clear oil. LCMS: 226.1 (M+H)+.

References:

KALYPSYS, INC. WO2009/117421, 2009, A2 Location in patent:Page/Page column 55