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

HRID 638902ノート

反応式

HRID 638902 の反応式
[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]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 222245413-Bromooxan-4-oneHCID 178469373HCID 178469373、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a7fdb6775b6c48499f48ba23bdfbc15f
出典データセット
uspto-grants-2010_04
特許番号
US07691842B2

反応ノート

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