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

HRID 1833828
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HRID 1833828 반응식
[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]
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참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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°;

후처리

  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

출처 및 근거

ORD 기록
ord-db033275ae1c4f3d9b39317c9890a1a2
출처 데이터셋
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04067725

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