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3-BroMo-N-Methyl-benzeneethanaMine synthesis

4synthesis methods
-

Yield:785032-26-0 75%

Reaction Conditions:

with sodium tris(acetoxy)borohydride in 1,2-dichloro-ethane at 90; for 0.0833333 h;Microwave irradiation;

Steps:

A [2-(3-Bromo-phenyl)-ethyl]-methyl-amine

2-(3-Bromo-phenyl)-ethylamine (0.5 mmol) and formaldehyde (0.42 mmol) were mixed in 3 ml of 1,2-dichloroethane in a process vial, which was sealed with a septum. Sodium triacetoxyborohydride (0.84 mmol) was added under argon atmosphere. The suspension was subjected to microwave irradiating conditions (CEM Discover equipped with a CEM Explorer automated reaction handling module). The reaction mixture was heated for 5 min at 90°C and then cooled. The crude was evaporated to dryness and then suspended in aqueous NaHCO3. The product was extracted with CH2Cl2 and washed with aqueous NaHCO3. The CH2Cl2 extract was dried with anhydrous Na2SO4, filtered and evaporated to dryness to give the crude product [2-(3-bromo-phenyl)-ethyl]-methyl-amine. The crude was purified by flash column chromatography (CH2Cl2-MeOH as eluents) by using a CombiFlash Companion system to yield the title compound (75%) as colourless oil.

References:

EP1935886,2008,A1 Location in patent:Page/Page column 35; 36