Water → Methyl-chloromethylene-cyanoacetate

HRID 2230921노트

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HRID 2230921 반응식
[Na].[CH3:2][O:3][C:4](=[O:10])[C:5](=[CH:8]O)[C:6]#[N:7].P(Cl)(Cl)(Cl)(Cl)[Cl:12].O>ClCCl>[CH3:2][O:3][C:4](=[O:10])[C:5](=[CH:8][Cl:12])[C:6]#[N:7]

참가 물질

6

반응물 4

HCID 962WaterHCID 24819Phosphorus pentachlorideHCID 3021154Methyl 2-cyano-3-hydroxy-2-propenoateHCID 5360545Sodium

생성물 1

HCID 71444203Methyl-chloromethylene-cyanoacetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
23 °C

실험 절차

To a suspension of the sodium salt of methylhydroxymethylene-cyanoacetate (19.0 g, 127 mmol) in 200 mL of dichloromethane was added phosphorous pentachloride (26.5 g, 127 mmol) in one portion. The reaction mixture was allowed to exotherm to reflux temperature and then maintained at reflux with stirring for 4 hours. The resulting light yellow suspension was allowed to cool to 23° C. and then poured into 400 mL of cold water. The mixture stirred for 15 minutes and the phases were separated. The aqueous layer was extracted with 100 mL of dichloromethane and the combined organic layers were washed twice with water, dried over magnesium sulfate, and concentrated to 16.8 g of the title compound which was of sufficient purity for use in Example 1. 1H NMR (300 MHz, CDCl3) δ 3.88 (s, 3H), 7.58 (s, 0.35H), 8.04 (s, 0.65H).

후처리

  1. temperatureto reflux temperature
  2. temperaturemaintained
  3. temperatureat reflux
  4. stirringThe mixture stirred for 15 minutes
  5. customthe phases were separated
  6. extractionThe aqueous layer was extracted with 100 mL of dichloromethane
  7. washthe combined organic layers were washed twice with water
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated to 16.8 g of the title compound which

출처 및 근거

ORD 기록
ord-0afdbc3862094965b155ac02da0381a9
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06426417B1

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