Sodium Bicarbonate → 2-Chloro-1-(5-(2,6-difluorophenyl)-4,5-dihydroisoxazol-3-yl)ethan-1-one

HRID 75183노트

반응식

HRID 75183 반응식
[Cl:1][CH2:2][C:3](=[O:8])[C:4](Cl)=[N:5][OH:6].[CH:9]([C:11]1[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=1[F:18])=[CH2:10].C(=O)(O)[O-].[Na+]>C(#N)C>[Cl:1][CH2:2][C:3]([C:4]1[CH2:10][CH:9]([C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[F:18])[O:6][N:5]=1)=[O:8]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 27783002,6-DifluorostyreneHCID 68330913-chloro-N-hydroxy-2-oxopropanimidoyl chloride

생성물 1

HCID 866744762-Chloro-1-(5-(2,6-difluorophenyl)-4,5-dihydroisoxazol-3-yl)ethan-1-one수율 74.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of 3-chloro-N-hydroxy-2-oxopropanimidoyl chloride (0.89 g, 5.71 mmol) in acetonitrile (20 mL) was added 2-ethenyl-1,3-difluorobenzene (1.0 g, 7.14 mmol) and sodium bicarbonate (1.8 g, 2.14 mmol) at room temperature. The reaction mixture was stirred at room temperature for 12 h, concentrated in under reduced pressure and the resulting material was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was separated, washed with saturated aqueous sodium chloride solution and concentrated in under reduced pressure. The resulting material was triturated with petroleum ether and filtered to provide the title product as white solid (1.1 g) melting at 82.1-83.4° C.

후처리

  1. concentrationconcentrated in under reduced pressure
  2. customthe resulting material was partitioned between ethyl acetate (50 mL) and water (50 mL)
  3. customThe organic layer was separated
  4. washwashed with saturated aqueous sodium chloride solution
  5. concentrationconcentrated in under reduced pressure
  6. customThe resulting material was triturated with petroleum ether
  7. filtrationfiltered

출처 및 근거

ORD 기록
ord-58f7c26fe9144f4a865466c1ccbdc436
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835427B2

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