Water → 53676-36-1

HRID 36872ノート

反応式

HRID 36872 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 5369632553676-36-1収率 55.8%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-79d4180a5ba0421ea6aa02959fa4c2e2
出典データセット
uspto-grants-1995_05
特許番号
US05418232

反応ノート

読み込み中…