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Potassium Carbonate → Ethyl 1-(2-acetoxyethyl)-6-(2,3-dichlorobenzyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate

HRID 347882
ノート
印刷プレビュー

反応式

HRID 347882 の反応式
[Cl:1][C:2]1[C:24]([Cl:25])=[CH:23][CH:22]=[CH:21][C:3]=1[CH2:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][CH:10]=[C:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:8]2=[O:20].[C:26]([O:29][CH2:30][CH2:31]Br)(=[O:28])[CH3:27].C(=O)([O-])[O-].[K+].[K+].[Cl-].[NH4+]>CN(C)C=O>[C:26]([O:29][CH2:30][CH2:31][N:11]1[C:12]2[C:7](=[CH:6][C:5]([CH2:4][C:3]3[CH:21]=[CH:22][CH:23]=[C:24]([Cl:25])[C:2]=3[Cl:1])=[CH:14][CH:13]=2)[C:8](=[O:20])[C:9]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:10]1)(=[O:28])[CH3:27]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 135641-Acetoxy-2-bromoethane2 回HCID 25517Ammonium ChlorideHCID 23083968Ethyl 6-(2,3-dichlorobenzyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate

生成物 1

HCID 23083945Ethyl 1-(2-acetoxyethyl)-6-(2,3-dichlorobenzyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate収率 95%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

Ethyl 6-(2,3-dichlorobenzyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate obtained in Step 3 (400 mg, 1.1 mmol) was suspended in dimethylformamide (DMF; 8 ml) and 2-bromoethyl acetate (152 μl, 1.4 mmol) and potassium carbonate (440 mg, 3.2 mmol) were added. The mixture was stirred with heating at 80° C. During the stirring, 2-bromoethyl acetate (152 μl, 1.4 mmol) was added twice and the mixture was stirred with heating at 80° C. for the total of 1.5 hrs. After allowing the mixture to cool, saturated aqueous ammonium chloride was added to the reaction solution, and the precipitate was collected by filtration, washed with water and vacuum-dried to give an object product (468 mg, yield 95%) as a white solid.

後処理

  1. stirringthe mixture was stirred
  2. temperaturewith heating at 80° C. for the total of 1.5 hrs
  3. temperatureto cool
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with water
  6. customvacuum-dried

出典と根拠

ORDレコード
ord-1e09740fa11745e4a519b522a6f21cbe
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07176220B2

反応ノート

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