Water → 53676-36-1

HRID 36872노트

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HRID 36872 반응식
ClS([N:5]=C=O)(=O)=O.[C@@H:8]1([C:14]([O:16][CH3:17])=[O:15])[CH2:10][C@@H:9]1[C:11](O)=O.CN(C=O)C.O>C1C=CC=CC=1>[C:11]([C@H:9]1[CH2:10][C@H:8]1[C:14]([O:16][CH3:17])=[O:15])#[N:5]

참가 물질

6

반응물 4

HCID 962WaterHCID 6228DimethylformamideHCID 70918Chlorosulfonyl isocyanateHCID 109756001-Methyl (1R,2S)-1,2-cyclopropanedicarboxylate

생성물 1

HCID 5369632553676-36-1수율 55.8%

시약·촉매·용매 1

HCID 241Benzene용매

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온도
60 °C

실험 절차

In 25 ml of benzene was dissolved 13.77 g (97 mmol) of chlorosulfonyl isocyanate, and to the solution was added 12.7 g (88 mmol) of cis-methyl hydrogen cyclopropane-1,2-dicarboxylate which had been synthesized by the process of Journal of Organic Chemistry, Vol. 36, pp. 3356-3361 (1971). The mixture was stirred on an oil bath at 60° C. for 30 minutes. After cooling, 13.6 ml (176 mmol) of DMF was added thereto, followed by stirring for 30 minutes. Water was added thereto, and the reaction mixture was extracted with benzene. The organic layer was washed successively with water and a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was distilled under reduced pressure to obtain 6.14 g (55.7%) of methyl cis-2-cyanocyclopropanecarboxylate.

후처리

  1. customhad been synthesized by the process of Journal of Organic Chemistry, Vol. 36
  2. temperatureAfter cooling
  3. stirringby stirring for 30 minutes
  4. extractionthe reaction mixture was extracted with benzene
  5. washThe organic layer was washed successively with water
  6. dry with materiala saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate
  7. customThe solvent was removed by distillation under reduced pressure
  8. distillationthe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-79d4180a5ba0421ea6aa02959fa4c2e2
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05418232

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