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

HRID 1466286

반응식

HRID 1466286 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.CCN(CC)CC.[Br:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>C(Cl)Cl>[Br:15][C:16]1[CH:24]=[CH:23][C:19]([C:20]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[O:21])=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 685154-Bromobenzoyl chloride

생성물 1

HCID 44643521-(4-Bromobenzoyl)-4-methylpiperazine수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-19a76c0ffa0a4a1ab16bbaf3c0b60484
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999968B2

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