Triethylamine → 1-(4-Bromobenzoyl)-4-methylpiperazine

To a mixture of N-methylpiperizine (1.00 g, 10 mmol) and Et3N (2.1 mL, 15 mmol) in CH2Cl2 (50 mL) at rt was added 4-bromobenzoyl chloride (2.195 g, 10 mmol) in one portion. The reaction was heated to reflux briefly and cooled. The resulting mixture was stirred O/N at rt. The reaction was quenched with H2O (30 mL) and sat. NaHCO3 (10 mL), separated and dried (Na2SO4). Evaporation of solvents afforded the title compound as a pale yellowish white solid (2.69 g, 95%). 1H NMR (400 MHz, CDCl3) δ 7.64 (d, J=8.4 Hz, 2H), 7.33 (d, J=8.4 Hz, 2H), 3.70-3.20 (m, 4H), 2.40-2.15 (m, 7H; s, 3H at 2.18 ppm and m, 4H overlapping); MS ESI 283.0 [M+H]+, calcd. for [C12H15BrN2O+H]+ 283.0.

1. temperatureThe reaction was heated
2. temperatureto reflux briefly
3. temperaturecooled
4. customThe reaction was quenched with H2O (30 mL) and sat. NaHCO3 (10 mL)
5. customseparated
6. dry with materialdried (Na2SO4)
7. customEvaporation of solvents

ORDレコード

ord-2e52ba7f18b740f483eb8c0f805e1dc4

出典データセット

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08481533B2