3-CHLORO-4'-PYRROLIDINOMETHYL BENZOPHENONE synthesis
- Product Name:3-CHLORO-4'-PYRROLIDINOMETHYL BENZOPHENONE
- CAS Number:898776-32-4
- Molecular formula:C18H18ClNO
- Molecular Weight:299.79
123-75-1
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898776-32-4
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Yield:898776-32-4 73%
Reaction Conditions:
with triethylamine in acetonitrile at 0; for 1 h;
Steps:
1 (3-Chlorophenyl)[4-(pyrrolidin-1-ylmethyl)phenyl]methanone (5a)
To a stirred solution of 4a (3.5 g, 11.30 mmol) in dry acetonitrile (75 mL) was added pyrrolidine (1.41 mL, 16.96 mmol) and triethylamine (3.14 mL, 22.61 mmol) at 0° C. and the resulting mixture was allowed to stir for 1 h at 0° C. Thereafter, the reaction was quenched with 2 mL of water and the solvent was evaporated under reduced pressure. The residue was treated with water and extracted with chloroform (2*40 mL). The combined organic layers were washed with brine, dried over sodium sulphate and evaporated. The residue was chromatographed (2% methanol in dichloromethane) to afford 5a as a yellow viscous oil (2.50 g, 73%); 1H NMR (200 MHz, CDCl3) δ 7.70-7.56 (m, 3H), 7.49-7.13 (m, 5H), 3.62 (s, 2H), 2.47 (m, 4H), 1.73 (m, 4H); ESI MS m/z 300 (M+H)+.
References:
US2010/93726,2010,A1 Location in patent:Page/Page column 9-10
587-04-2
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106-38-7
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13395-60-3
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898776-32-4
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