Methane → Asparagine methyl ester isocyanate

HRID 247213

反応式

HRID 247213 の反応式
[O:1]=[C:2](Cl)[O:3][C:4](Cl)(Cl)Cl.[NH2:9][C@H:10](C(O)=O)[CH2:11][C:12](=[O:14])[NH2:13].C>O1CCOCC1>[N-:13]=[C:12]=[O:14].[CH3:4][O:3][C:2](=[O:1])[C@H:10]([CH2:11][C:12](=[O:14])[NH2:13])[NH2:9]

参加物

5

反応物 3

HCID 297MethaneHCID 6267(-)-AsparagineHCID 10426Diphosgene

生成物 1

HCID 86741878Asparagine methyl ester isocyanate

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

0.35 mol diphosgene is added dropwise over 1 hour to a mixture of 0.28 mol of the methyl ester of asparagine and 0.4 g activated charcoal in 400 mL dioxane under N2. The reaction mixture is then heated and stirred at reflux for 21/2 hours. The reaction mixture is then cooled, filtered, and concentrated to dryness by rotary evaporator, keeping exposure to moisture to a minimum. The crude product is re-dissolved in 100 mL THF, and the pH of the solution is adjusted to 5.5-6.0 by addition of pyridine. The product mixture is again filtered, and the filtrate is fractionally distilled to give asparagine methyl ester isocyanate.

後処理

  1. temperatureThe reaction mixture is then heated
  2. temperatureat reflux for 21/2 hours
  3. temperatureThe reaction mixture is then cooled
  4. filtrationfiltered
  5. concentrationconcentrated to dryness by rotary evaporator
  6. dissolutionThe crude product is re-dissolved in 100 mL THF
  7. additionthe pH of the solution is adjusted to 5.5-6.0 by addition of pyridine
  8. filtrationThe product mixture is again filtered
  9. distillationthe filtrate is fractionally distilled

出典と根拠

ORDレコード
ord-44921723b7b74232a6e687ac4c5d88c4
出典データセット
uspto-grants-1987_11
特許番号
US04705864

関連ノート

読み込み中…