3-Chloro-N-methylbenzenemethanamine

An ethanolic solution of methylamine (33percent w/v, 17 mL) was added to 4-chlorobenzyl chloride(2.0 g, 12.42 mmol) and the resulting mixture was refluxed overnight. Ethanol was removedby distillation. The residue was diluted with water (100 mL) and washed with ethyl acetate(150 mL x 2). The aqueous layer was basified with solid potassium carbonate till pH 8 andextracted with ethyl acetate (100 mL x 2). The combined organic layers were washed with water (100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 1.7 g of the titled compound. ‘H NMR (300 MHz, DMSO-d6) ö 2.22 (s, 3H), 3.32 (br s, 1H), 3.62 (s, 2H), 7.25-7.38 (m, 4H); ESI-MS (m/z) 156 (M+H).General procedure: The procedure is as follows: 3 mg of catalyst CoPz (hmdtn) 4 is weighed into a quartz jacketed photoreactor, and then 25 mL of a reaction solvent, acetonitrile (abbreviated as CH3CN), is added. CoPz(hmdtn)4 was completely dissolved in CH3CN under stirring. Further, 0.01 mmol of the auxiliary 1, 8-diazabicycloundec-7-ene (abbreviated as DBU) and 1 mmol of N-methylbenzylamine were added to the above system. Stirring was continued for 2 h in the dark. Then, at 1 atm oxygen and lambda ' 420 nm visible light (using a xenon lamp as a light source, a 420 nm filter is used to filter out light having a wavelength of less than 420 nm, The following examples are the same as the light intensity of 1.01 W·cm -2 ) for 3 h under light conditions. The reaction products were qualitatively analyzed and quantified by gas chromatography-mass spectrometry (GC-MS) and gas chromatography (GC). The experiment was recorded as Entry 1.

Molecular Weight:155.62
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:155.0501770
Monoisotopic Mass:155.0501770
Topological Polar Surface Area:12
Heavy Atom Count:10
Complexity:95.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes