2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide synthesis
- Product Name:2-Chloro-N-[2-(4-chloro-phenyl)-ethyl]-acetamide
- CAS Number:3840-66-2
- Molecular formula:C10H11Cl2NO
- Molecular Weight:232.11
156-41-2
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$22.00/5g
79-04-9
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$12.00/5g
3840-66-2
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$64.00/250mg
Yield:3840-66-2 67%
Reaction Conditions:
with triethylamine;N-ethyl-N,N-diisopropylamine in dichloromethane;acetonitrile at 0 - 20; for 3.5 h;
Steps:
1
To 2-(4-Chlorophenyl)-ethylamine (5 g, 32.1 mmol) in CH3CN (150 ml) was added Et3N (5.4 ml, 38.5 mmol) at 0° C. under a N2 atmosphere followed by chloroacetyl chloride (2.83 ml, 35.34 mmol). The reaction mixture was stirred at 0° C. for 0.5 h and at room temperature for 3 h. Then solvent was evaporated, the crude mixture was dissolved in EtOAc (100 ml) and poured into 200 ml of H2O. The organic layer was separated, the water layer was extracted with EtOAc, the combined organic extract was washed with H2O, brine, dried over MgSO4, and the solvent was removed. The crude compound was dissolved in 30 ml of EtOAc, hexane (150 ml) was added and cooled to 0° C. to precipitate the brown solid. The solid was filtered and dried to afford 4.9 g of 11 in 67% yield.1H NMR (CDCl3, 400 MHz): δ2.82 (t, 2H, J=6.8 Hz), 3.54 (q, 2H, J=6.4 Hz), 4.02 (s, 2H), 6.55-6.65 (bs, 1H), 7.12-7.15 (m, 2H), 7.26-7.30 (m,2H).
References:
US2007/293475,2007,A1 Location in patent:Page/Page column 4