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

HRID 446045

反応式

HRID 446045 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-4b005a1688a141d0ad44724d369ee2cb
出典データセット
uspto-grants-2013_07
特許番号
US08476443B2

関連ノート

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