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

HRID 1084750노트

반응식

HRID 1084750 반응식
[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]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 200626641-(2-Bromomethylphenyl)heptyl acetateHCID 178515617HCID 178515617, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-32dfc3775469400cbfa1b71b184a05d1
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05006534

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