Potassium Carbonate → 2-[4-(4-Chlorophenoxy)phenoxy]-1-(1,2-oxazolidin-2-yl)propan-1-one

HRID 543582노트

반응식

HRID 543582 반응식
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Cl[CH:17]([CH3:25])[C:18]([N:20]1[CH2:24][CH2:23][CH2:22][O:21]1)=[O:19].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([O:13][CH:17]([CH3:25])[C:18]([N:20]3[CH2:24][CH2:23][CH2:22][O:21]3)=[O:19])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 123461204-(4-Chlorophenoxy)phenolHCID 133146162-Chloro-1-(isoxazolidin-2-yl)propan-1-one

생성물 1

HCID 133146182-[4-(4-Chlorophenoxy)phenoxy]-1-(1,2-oxazolidin-2-yl)propan-1-one수율 95.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-(4-chlorophenoxy)phenol (22.1 g), N-[(±)-2-chloropropionyl]isoxazolidine (16.4 g) which was prepared as in Example 1, anhydrous potassium carbonate (15.2 g) and acetonitrile (300 ml) was heated under reflux with stirring for 5 hours. After cooling, the reaction mixture was filtered through a suction filter to remove solid matters and the filtrate was concentrated in vacuo. The residue was washed with the addition of water and benzene and the organic layer formed was separated and dried over anhydrous sodium sulfate. The removal of the solvent by a distillation in vacuo gave N-[(±)-2-[4-(4-chlorophenoxy)phenoxy]propionyl]isoxazolidine (33.4 g) as a pale yellow crystalline solid. Recrystallization from a mixture of n-hexane/ethyl acetate yielded a white crystalline solid. m.p. 98°-100° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture was filtered through a suction
  5. filtrationfilter
  6. customto remove solid matters
  7. concentrationthe filtrate was concentrated in vacuo
  8. washThe residue was washed with the addition of water and benzene
  9. customthe organic layer formed
  10. customwas separated
  11. dry with materialdried over anhydrous sodium sulfate
  12. customThe removal of the solvent
  13. distillationby a distillation in vacuo

출처 및 근거

ORD 기록
ord-6ec89ef5bd1346e989863f9155450ad7
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04447259

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