Benzene → 1-(3-Nitrophenyl)azetidin-2-one

HRID 1076934노트

반응식

HRID 1076934 반응식
[H-].[Na+].[N+:3]([C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:17])[CH2:14][CH2:15]Cl)[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4].C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[N+:3]([C:6]1[CH:7]=[C:8]([N:12]2[CH2:15][CH2:14][C:13]2=[O:17])[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4]

참가 물질

5

반응물 3

HCID 241BenzeneHCID 24758Sodium hydrideHCID 34652363-chloro-N-(3-nitrophenyl)propanamide

생성물 1

HCID 215351151-(3-Nitrophenyl)azetidin-2-one

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

Sodium hydride (0.1 mole; 57% dispersion in mineral oil) is charged into a glass reaction flask. The mineral oil is removed by washing the sodium hydride with benzene, and dimethyl sulfoxide (50 ml) is thereafter slowly added with stirring. The mixture is stirred until no more hydrogen gas evolves. A solution of N-(3-nitrophenyl)-β-chloropropionamide (0.08 mole) in carbon tetrachloride (50 ml) is added dropwise to the reaction flask with stirring while maintaining the temperature of the reaction mixture below about 30°C. After the addition is completed the reaction mixture is allowed to stand at room temperature for a period of about 8 hours. After this time benzene is added and the reaction mixture is washed with water and aqueous sodium bicarbonate. The washed mixture is then dried over anhydrous magnesium sulfate, is filtered, and is stripped of solvents under reduced pressure to yield the desired product N-(3-nitrophenyl)-2-azetidinone as the residue.

후처리

  1. customThe mineral oil is removed
  2. washby washing the sodium hydride with benzene, and dimethyl sulfoxide (50 ml)
  3. additionis thereafter slowly added
  4. stirringThe mixture is stirred until no more hydrogen gas evolves
  5. stirringwith stirring
  6. temperaturewhile maintaining the temperature of the reaction mixture below about 30°C
  7. additionAfter the addition
  8. washthe reaction mixture is washed with water and aqueous sodium bicarbonate
  9. dry with materialThe washed mixture is then dried over anhydrous magnesium sulfate
  10. filtrationis filtered

출처 및 근거

ORD 기록
ord-5e497055e04f4625a6f9ab3da9738bf4
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03958974

반응 노트

불러오는 중…