Peracetic Acid → 4-Acetoxy-2-azetidinone

HRID 1590776

반응식

HRID 1590776 반응식
C([CH:4]1[NH:7][C:6](=[O:8])[CH2:5]1)(O)=O.[C:9]([O-:12])(=[O:11])[CH3:10].[Na+].C(OO)(=O)C>[Ru](I)I.C1C=CC=CC=1.C(O)(=O)C.C(OCC)(=O)C>[C:9]([O:12][CH:4]1[NH:7][C:6](=[O:8])[CH2:5]1)(=[O:11])[CH3:10]

참가 물질

7

반응물 3

HCID 6585Peracetic AcidHCID 517045Sodium AcetateHCID 34880644-Oxoazetidine-2-carboxylic acid

생성물 1

HCID 1199814-Acetoxy-2-azetidinone수율 35%

시약·촉매·용매 3

HCID 86746744Benzene ruthenium diiodide촉매HCID 176Acetic Acid용매2회HCID 8857Ethyl Acetate용매

실험 절차

1.15 g (10 mmol) of 4-carboxyazetidine-2-one (MW 115) was added with 0.905 g (11 mmol) of anhydrous sodium acetate, 3.2 g of acetic acid, 2.8 g of ethyl acetate and 0.433 g (1 mmol) of benzene ruthenium diiodide, cooled to 10°-15° C., then added dropwise 8.25 g of acetic acid solution containing 22% peracetic acid over one hour while stirring. A further 15 hour stirring was carried out at the same temperature, the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (hexane/ethyl acetate=1/1 by volume) to obtain 0.45 g of 4-acetoxyazetidine-2-one (yield: 35%).

후처리

  1. temperaturecooled to 10°-15° C.
  2. stirringA further 15 hour stirring
  3. distillationthe solvent was distilled off under reduced pressure
  4. customfollowed by purification by silica gel column chromatography (hexane/ethyl acetate=1/1 by volume)

출처 및 근거

ORD 기록
ord-e17518837c43418ea90283faf1615b8a
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05204460

연결된 노트

불러오는 중…