Ethylene carbonate → 2-[3-(2-Quinolinyl-methoxy)phenoxy]ethanol

HRID 324296ノート

反応式

HRID 324296 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.C(=O)([O-])[O-].[K+].[K+].[O:26]1[CH2:30][CH2:29]OC1=O>O>[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][CH2:29][CH2:30][OH:26]

参加物

5

反応物 3

HCID 7303Ethylene carbonateHCID 11430Potassium CarbonateHCID 10988736Phenol, 3-(2-quinolinylmethoxy)-

生成物 1

HCID 186124902-[3-(2-Quinolinyl-methoxy)phenoxy]ethanol収率 81%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

3-(2-Quinolinyl-methoxy)phenol (12.5 g), potassium carbonate (10.4 g) and 1,3-dioxolan-2-one (44 g) were stirred on an oil bath at 100° C. for 2 hours. The mixture was cooled, poured into water and extracted with DCM. The organic layer was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 97/3). The pure fractions were collected and evaporated. The residue was stirred up in DIPE. The precipitate was filtered off and dried, yielding 11.9 g (80.6%) of 2-[3-(2-quinolinyl-methoxy)phenoxy]ethanol (intermediate 5).

後処理

  1. temperatureThe mixture was cooled
  2. extractionextracted with DCM
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 97/3)
  7. customThe pure fractions were collected
  8. customevaporated
  9. filtrationThe precipitate was filtered off
  10. customdried

出典と根拠

ORDレコード
ord-9cf0c50ce18640fa9cab3275e4abc3c8
出典データセット
uspto-grants-2001_04
特許番号
US06218381B1

反応ノート

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