Water → 5-(3-Oxo-1-phenylbutyl)-4-phenyl-2-oxo-4-oxazoline

HRID 47921

반응식

HRID 47921 반응식
[C:1]1([C:7]2[NH:8][C:9](=[O:12])[O:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:13](=[CH:20][C:21](=[O:23])[CH3:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CS(O)(=O)=O.O>C(#N)C>[C:1]1([C:7]2[NH:8][C:9](=[O:12])[O:10][C:11]=2[CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:20][C:21](=[O:23])[CH3:22])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6395Methanesulfonic AcidHCID 159094-Phenyl-3-Buten-2-oneHCID 1186694-Oxazolin-2-one, 4-phenyl-

생성물 1

HCID 155417565-(3-Oxo-1-phenylbutyl)-4-phenyl-2-oxo-4-oxazoline수율 86.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 4-phenyl-2-oxo-4-oxazoline (1.61 g) and benzalacetone (1.46 g) in acetonitrile (20 ml) was added dropwise methanesulfonic acid (0.96 g). After stirring the obtained mixture at room temperature for 30 min, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried (MgSO4), and the solvent was evaporated. The residue was subjected to silica gel column chromatography and eluted with hexane-ethyl acetate (1:1). The solvent was evaporated. Crystallization from isopropyl ether gave 4-(4-phenyl-2-oxo-4-oxazolin-5-yl)-4-phenyl-2-butanone (2.65 g; yield 86.3%). Recrystallization from ethanol gave colorless crystals.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried (MgSO4)
  4. customthe solvent was evaporated
  5. washeluted with hexane-ethyl acetate (1:1)
  6. customThe solvent was evaporated
  7. customCrystallization from isopropyl ether

출처 및 근거

ORD 기록
ord-547f94840dbf42e1b5c1663b995de3f7
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699995B1

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