Potassium Carbonate → Ethyl 2-(2-(3-((quinolin-2-yl)methyloxy)phenoxymethyl)phenoxy)propionate

HRID 2073899노트

반응식

HRID 2073899 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([OH:19])[CH:16]=[CH:17][CH:18]=1.Br[CH2:21][C:22]1[CH:35]=[CH:34][CH:33]=[CH:32][C:23]=1[O:24][CH:25]([CH3:31])[C:26]([O:28][CH2:29][CH3:30])=[O:27].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:16]=[CH:17][CH:18]=1)[O:19][CH2:21][C:22]1[CH:35]=[CH:34][CH:33]=[CH:32][C:23]=1[O:24][CH:25]([CH3:31])[C:26]([O:28][CH2:29][CH3:30])=[O:27]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 10988736Phenol, 3-(2-quinolinylmethoxy)-HCID 11808300Ethyl 2-(2-bromomethylphenoxy)propionate

생성물 1

HCID 11113252Ethyl 2-(2-(3-((quinolin-2-yl)methyloxy)phenoxymethyl)phenoxy)propionate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of (5.23 mmol) of 3-(quinolin-2-yl)methyloxyphenol and (5.23 mmol) of the bromide from step B in 90 ml of 8:1--acetone:DMF is added 1.52 g (10.97 mmol, 2.1 equiv) of K2CO3. The mixture is refluxed overnight, then partitioned between EtOAc and H2O. The organics are dried, filtered, and concentrated in vacuo. This is then purified by flash column chromatography to give ethyl 2-(2-(3-((quinolin-2-yl)methyloxy)phenoxymethyl)phenoxy)propionate which is used directly in the next step.

후처리

  1. temperatureThe mixture is refluxed overnight
  2. custompartitioned between EtOAc and H2O
  3. customThe organics are dried
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThis is then purified by flash column chromatography

출처 및 근거

ORD 기록
ord-ae4cb130ac5740f383aa6d9a5efaa0b5
출처 데이터셋
uspto-grants-1990_04
특허 번호
US04920131

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