Ethyl Acetate → 1-(3-(Diethoxyphosphoryl)propyl)-6-methoxy-2-methylquinolinium bromide

HRID 446045

반응식

HRID 446045 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([CH3:13])[CH:7]=[CH:6]2.[CH2:14]([O:16][P:17]([CH2:22][CH2:23][CH2:24][Br:25])(=[O:21])[O:18][CH2:19][CH3:20])[CH3:15].C(OCC)(=O)C>CN(C=O)C>[Br-:25].[CH2:19]([O:18][P:17]([CH2:22][CH2:23][CH2:24][N+:9]1[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=2)[CH:6]=[CH:7][C:8]=1[CH3:13])([O:16][CH2:14][CH3:15])=[O:21])[CH3:20]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 706486-MethoxyquinaldineHCID 283500Diethyl (3-bromopropyl)phosphonate

생성물 1

HCID 866399741-(3-(Diethoxyphosphoryl)propyl)-6-methoxy-2-methylquinolinium bromide수율 67.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
140 °C

실험 절차

A mixture of 6-methoxy-2-methylquinoline (1.0 g, 5.8 mmol) and diethyl-(3-bromopropyl)-phosphonate (1.6 g, 6.4 mmol) was heated in a pressure tube at 140° C. for 16 hours. The mixture was allowed to cool to room temperature, and the resulting mass was dissolved in DMF (4 mL). The combined mixture was then added dropwise to ethyl acetate (40 mL). Precipitated purple solid was collected by centrifugation, washed with ethyl acetate (3×40 mL) and dried under vacuum to yield 1.7 g of Compound 13 which was then used without any further purification. The structure of Compound 13 is given below:

후처리

  1. temperatureto cool to room temperature
  2. customPrecipitated purple solid
  3. customwas collected by centrifugation
  4. washwashed with ethyl acetate (3×40 mL)
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-4b005a1688a141d0ad44724d369ee2cb
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476443B2

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