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

HRID 447470

반응식

HRID 447470 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-61ec1f933c49479887968bc605375fad
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481525B2

연결된 노트

불러오는 중…