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Sodium Carbonate → Ethyl 2-[(2,6-dichloropyridin-3-yl)oxy]propanoate

HRID 1833828
ノート
印刷プレビュー

反応式

HRID 1833828 の反応式
[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([Cl:9])[N:3]=1.[CH2:10]([O:12][C:13](=[O:17])[CH:14](Br)[CH3:15])[CH3:11].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[CH2:10]([O:12][C:13](=[O:17])[CH:14]([O:8][C:7]1[C:2]([Cl:1])=[N:3][C:4]([Cl:9])=[CH:5][CH:6]=1)[CH3:15])[CH3:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 1043172,6-Dichloropyridin-3-ol

生成物 1

HCID 12906172Ethyl 2-[(2,6-dichloropyridin-3-yl)oxy]propanoate

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

164 g (1 mole) of 2,6-dichloro-3-pyridinol, 1500 ml of acetonitrile, 253.4 g (1.4 moles) of 2-bromopropionic acid ethyl ester and 127.2 (1.2 moles) of sodium carbonate are refluxed for 3 hours. The reaction mixture is then cooled, filtered, and concentrated in a rotary evaporator. The residue is taken up in ether and washed with 2N sodium hydroxide solution. After drying with magnesium sulphate, the solution is concentrated by evaporation and distilled in vacuo; a clear oil distills at 110°-140°/0.1 torr; yield: 200 g; i nD25 : 1.5200. Crystallisation from benzene/petroleum ether yields a product having a melting point of 41°-46°;

後処理

  1. temperatureThe reaction mixture is then cooled
  2. filtrationfiltered
  3. concentrationconcentrated in a rotary evaporator
  4. washwashed with 2N sodium hydroxide solution
  5. dry with materialAfter drying with magnesium sulphate
  6. concentrationthe solution is concentrated by evaporation
  7. distillationdistilled in vacuo
  8. distillationa clear oil distills at 110°-140°/0.1 torr
  9. customCrystallisation from benzene/petroleum ether
  10. customyields a product

出典と根拠

ORDレコード
ord-db033275ae1c4f3d9b39317c9890a1a2
出典データセット
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04067725

反応ノート

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