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Diethyl Ether → HCID 18706554, 화합물

HRID 1422261
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HRID 1422261 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([N:6]=[C:7]([O:14][CH3:15])[C:8]([O:12][CH3:13])=[N:9]2)=[C:4]([CH2:16][CH2:17][CH2:18]O)[CH:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.C([Br:35])C=C.C(OCC)C>C(#N)C>[Br:35][CH2:18][CH2:17][CH2:16][C:4]1[CH:3]=[C:2]([Cl:1])[CH:11]=[C:10]2[C:5]=1[N:6]=[C:7]([O:14][CH3:15])[C:8]([O:12][CH3:13])=[N:9]2
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참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 7841Allyl bromideHCID 682631,1'-CarbonyldiimidazoleHCID 18706508HCID 18706508, 화합물

생성물 1

HCID 18706554HCID 18706554, 화합물수율 79.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

0.5 g (1.77 mmol) of 3-(7-chloro-2,3-dimethoxy-quinoxalin-5-yl)-propan-1-ol and 0.287 g (1.77 mmol) of 1,1'-carbonyidiimidazole are placed in 5 ml of acetonitrile under N2. 0.75 ml of allyl bromide is added, and the mixture is then stirred at room temperature for 30 minutes and at reflux for 2 hours. The reaction mixture is cooled to room temperature, diethyl ether is added and extraction is carried out with water, 0.1N hydrochloric acid, saturated sodium hydrogen carbonate solution and brine. The aqueous phases are then washed with diethyl ether. The organic phases are combined, dried over sodium sulfate, filtered over a layer of silica gel and concentrated. 0.438 g (79.9%) of 5-(3-bromopropyl)-7-chloro-2,3-dimethoxy-quinoxaline is obtained in the form of a yellow oil which is used further without further purification.

후처리

  1. temperatureat reflux for 2 hours
  2. temperatureThe reaction mixture is cooled to room temperature
  3. extractionextraction
  4. washThe aqueous phases are then washed with diethyl ether
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered over a layer of silica gel
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-03ed82e7ab8a4aef8429ef3b4fe55e33
출처 데이터셋
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06080743

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