104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 1-(4-Chlorophenyl)-N-methylmethanamine
General procedure: N,N?-dimethyl-1,1?-binaphthyl-2,2?-diamine (1) (1 eq, 3.20 mmol, 1.0 g) and Et3N (3 eq, 9.6 mmol, 1.33 mL)were dissolved in dry THF (32 mL). The homogeneous mixture was cooled to 0 C then PCl3 (3 eq, 9.60 mmol,0.84 mL) was added dropwise via syringe whereupon a colorless precipitate formed immediately. Thereaction mixture was stirred at 0 C for 1.5 h, then was allowed to warm to room temperature and stirred foranother 3 h. The volatiles were removed under high vacuum (room temperature, 0.5mmHg) and Et2O (30.0mL) was added via syringe, then the mixture was stirred for 5 min. After that the supernatant was canulafilteredinto another round bottom flask. The remaining precipitate in the reaction flask was washed againwith Et2O (30 mL) and filtered (2 times). The volatiles were removed under high vacuum (room temperature,0.5 mmHg) to afford a light yellow solid. The solid was then dried for 12 h at reduced pressure (roomtemperature, 0.5 mmHg) to give a white solid foam (2). Dry CH2Cl2 (40 mL) was added via syringe and themixture was cooled to 0 C. To this solution, a mixture of Et3N (2 eq, 6.40 mmol, 0.98 mL) and the desiredmethylamine (3) (1.2 eq, 3.84 mmol) dissolved in dry CH2Cl2 (4 mL) were added. The reaction mixture was allowed to warm to room temperature and stirred for 20 h. A solution of mCPBA (70%) (1.5 eq, 4.80 mmol,1.18 g) dissolved in 2 mL of THF was then added and the mixture was stirred for 20 h. After a quench with 15mL of NH4Cl saturated aqueous solution, the phases were separated and aqueous layer was washed withCH2Cl2 (10 mL). The combined organic extracts were washed with brine, dried over Na2SO4, filtered andconcentrated by rotary evaporation. The crude residue was purified by silica gel flash chromatography usingethyl acetate (100%) as eluent to yield phosphoroamides with different yields.
The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Rossi, Sergio; Ziliani, Marco; Annunziata, Rita; Benaglia, Maurizio; Molecules; vol. 22; 12; (2017);,
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