Potassium Carbonate → ethyl-5-[(4-oxotetrahydro-2H-pyran-3-yl)oxy]-1H-pyrazole-3-carboxylate

HRID 638902노트

반응식

HRID 638902 반응식
[OH:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:19]1[C:24](=[O:25])[CH2:23][CH2:22][O:21][CH2:20]1>C(#N)C>[CH2:10]([O:9][C:7]([C:4]1[CH:3]=[C:2]([O:1][CH:19]2[C:24](=[O:25])[CH2:23][CH2:22][O:21][CH2:20]2)[NH:6][N:5]=1)=[O:8])[CH3:11]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 222245413-Bromooxan-4-oneHCID 178469373HCID 178469373, 화합물

생성물 1

HCID 178469295ethyl-5-[(4-oxotetrahydro-2H-pyran-3-yl)oxy]-1H-pyrazole-3-carboxylate수율 79.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To the stirred suspension of ethyl 5-hydroxy-1H-pyrazole-3-carboxylate (7.0 g, 45 mmol) and 24.9 g g of potassium carbonate in 500 ml of acetonitrile was added 8.0 g of 3-bromo-tetrahydro-pyran-4-one, and refluxed for 16 hours. The reaction mixture was allowed to cool to room temperature, then filtered, the solid was washed with acetonitrile. The filtrate was concentrated to an oil. The residue was dissolved in ethyl acetate and extracted with water. The organic phase was dried over MgSO4 and evaporated to dryness. 9.0 g (78%) of the desired product was obtained as a white solid. M.Pt. 121-123° C.; (M+H) 255.

후처리

  1. temperaturerefluxed for 16 hours
  2. filtrationfiltered
  3. washthe solid was washed with acetonitrile
  4. concentrationThe filtrate was concentrated to an oil
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. extractionextracted with water
  7. dry with materialThe organic phase was dried over MgSO4
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-a7fdb6775b6c48499f48ba23bdfbc15f
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691842B2

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