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

HRID 2073899ノート

反応式

HRID 2073899 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ae4cb130ac5740f383aa6d9a5efaa0b5
出典データセット
uspto-grants-1990_04
特許番号
US04920131

反応ノート

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