Potassium Carbonate → 1-[2-(2(1H)-quinolon-8-yloxymethyl)phenyl]heptyl acetate

HRID 1084750ノート

反応式

HRID 1084750 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:19]([O:22][CH:23]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[CH2:36]Br)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])(=[O:21])[CH3:20]>CN(C)C=O>[C:19]([O:22][CH:23]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[CH2:36][O:12][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[NH:3][C:2](=[O:1])[CH:11]=[CH:10]2)[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])(=[O:21])[CH3:20]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 200626641-(2-Bromomethylphenyl)heptyl acetateHCID 178515617HCID 178515617、化合物

生成物 1

HCID 200627171-[2-(2(1H)-quinolon-8-yloxymethyl)phenyl]heptyl acetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
25 °C

実験手順

6.5 g of 2,8-dihydroxyquinoline, 5.5 g of anhydrous ground potassium carbonate are stirred in 100 ml of dimethylformamide at 25° C. for 1 hour. After addition of 13.1 g of 1-(2-bromomethylphenyl)heptyl acetate in 50 ml of dimethylformamide, the mixture is stirred at 25° C. for 20 hours. The solvent is removed in vacuo, the residue is taken up in 100 ml of water and the mixture is extracted 3 times with 50 ml of ethyl acetate each time. The organic phases are washed once with 50 ml of water each time, dried over Na2SO4 and concentrated in vacuo. The oil which remains is chromatographed over silica gel 60 with CH2Cl2 /ethyl acetate 10:1. The resulting product slowly crystallizes out.

後処理

  1. customThe solvent is removed in vacuo
  2. extractionthe mixture is extracted 3 times with 50 ml of ethyl acetate each time
  3. washThe organic phases are washed once with 50 ml of water each time
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe oil which remains is chromatographed over silica gel 60 with CH2Cl2 /ethyl acetate 10:1
  7. customThe resulting product slowly crystallizes out

出典と根拠

ORDレコード
ord-32dfc3775469400cbfa1b71b184a05d1
出典データセット
uspto-grants-1991_04
特許番号
US05006534

反応ノート

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