Water → HCID 3007459, 화합물

HRID 1249238

반응식

HRID 1249238 반응식
[N:1]1([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[OH:14])=[CH2:7])[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[K+].[Cl:17][C:18]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:19]=1[CH2:20]Cl.O>CS(C)=O>[Cl:17][C:18]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:19]=1[CH2:20][O:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:6]([N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)=[CH2:7]

참가 물질

6

반응물 4

HCID 962WaterHCID 72122,4-Dichlorobenzyl chlorideHCID 14797Potassium HydroxideHCID 28055362-[1-(1H-imidazol-1-yl)vinyl]phenol

생성물 1

HCID 3007459HCID 3007459, 화합물수율 94.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

To a solution of 500 g (2.69 mol) of 2-[1-(1H-imidazol-1-yl)vinyl]phenol 4 in 3 L of DMSO was added 210 g (3.22 mol) of potassium hydroxide (pellet) with stirring and the mixture was stirred at room temperature for 1 hour. The solution was cooled to 12°-18° C. and there was dropwise added a solution of 577 g (2.95 mol) of 2,4-dichlorobenzyl chloride 9 in 100 ml of DMSO in 1 hour. The mixture was allowed to stand at the same temperature with stirring for 2 hours. To the reaction mixture was dropwise added 4.5 L of water with ice-cooling in 45 minutes. The resulting mixture was stirred for 1 hour, and the precipitating crystals were collected by filtration, washed with water (0.75 L×4) and then with n-hexane (0.7 L×3), and dried in air to give 872 g (yield: 94.1%) of the titled compound 10, m.p., 90.5°-93° C.

후처리

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. temperatureThe solution was cooled to 12°-18° C.
  3. stirringwith stirring for 2 hours
  4. temperaturecooling in 45 minutes
  5. stirringThe resulting mixture was stirred for 1 hour
  6. filtrationthe precipitating crystals were collected by filtration
  7. washwashed with water (0.75 L×4)
  8. dry with materialwith n-hexane (0.7 L×3), and dried in air

출처 및 근거

ORD 기록
ord-71b7749935d3417a950e0bff5f4883da
출처 데이터셋
uspto-grants-1986_12
특허 번호
US04629795

연결된 노트

불러오는 중…