Ethanol → Ethyl 2-isopropyl-5-oxo-1-imidazolidineacetate

HRID 2413744노트

반응식

HRID 2413744 반응식
S(Cl)(Cl)=O.[CH3:5][CH:6]([CH:8]1[NH:12][CH2:11][C:10](=[O:13])[N:9]1[CH2:14][C:15]([O-:17])=[O:16])[CH3:7].[Na+].[CH2:19](O)[CH3:20]>>[CH3:7][CH:6]([CH:8]1[NH:12][CH2:11][C:10](=[O:13])[N:9]1[CH2:14][C:15]([O:17][CH2:19][CH3:20])=[O:16])[CH3:5]

참가 물질

4

반응물 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 23672396Sodium 2-(1-methylethyl)-5-oxo-1-imidazolidineacetate

생성물 1

HCID 14618022Ethyl 2-isopropyl-5-oxo-1-imidazolidineacetate수율 42%

반응 조건

온도
0 °C

실험 절차

To 50 ml of anhydrous ethanol stirred at 0°-5° C., 2 ml thionyl chloride were added. At the same temperature 2.1 g (0.01 mol) of sodium 2-(1-methylethyl)-5-oxo-1imidazolidineacetate were added. The suspension obtained was stirred at 0° C. for 1 hour and at room temperature for 2 hours. The solvent was evaporated under reduced pressure and the residue taken up with ethyl acetate. The solid residue was filtered off and the solvent evaporated. The residue was dissolved in a saturated solution of sodium hydrogen carbonate and extracted with 3×50 ml of dichloromethane. The organic layers were dried and evaporated to give ethyl 2-(1-methylethyl)-5-oxo-1imidazolidineacetate (0.9 g) as a pale-yellow oil (42%) (Rf 0.6, ethyl acetate/dichloromethane 6:4; silica gel plates). Hydrochloride salt, m.p. 148°-149° C. (methanol/ethyl acetate).

후처리

  1. customThe suspension obtained
  2. customThe solvent was evaporated under reduced pressure
  3. filtrationThe solid residue was filtered off
  4. customthe solvent evaporated
  5. dissolutionThe residue was dissolved in a saturated solution of sodium hydrogen carbonate
  6. extractionextracted with 3×50 ml of dichloromethane
  7. customThe organic layers were dried
  8. customevaporated

출처 및 근거

ORD 기록
ord-29b8de90a7d2415094dad4ed0aabd579
출처 데이터셋
uspto-grants-1988_01
특허 번호
US04719222

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