Diethyl Ether → HCID 67692481、化合物

HRID 1683805ノート

反応式

HRID 1683805 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH2:14][C:13](=[O:15])[NH:12][N:11]=2)=[CH:6][CH:5]=1.Br[CH2:17][CH2:18][CH3:19].C(OCC)C>CN(C)C=O.O>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH2:14][C:13](=[O:15])[N:12]([CH2:17][CH2:18][CH3:19])[N:11]=2)=[CH:8][CH:9]=1

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 78401-BromopropaneHCID 24758Sodium hydrideHCID 47787935-(4-Chloro-phenyl)-2,4-dihydro-pyrazol-3-one

生成物 1

HCID 67692481HCID 67692481、化合物収率 103.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

To a suspension of 0.22 g (5.5 mmol) of 60% oily sodium hydride in 10 ml of anhydrous dimethylformamide was added dropwise a solution of 1.0 g (4.5 mmol) of 3-(4-chlorophenyl)-4, 5-dihydropyrazol-5-one in dimethylformamide (5 ml) at 0° C. After 30 minutes of stirring at room temperature, 0.83 g (6.7 mmol) of 1-bromopropane was added dropwise and stirring was continued for another 2 hours. To the reaction solution was added 50 ml of diethyl ether and 50 ml of water, and vigorously agitated. The resulting solution was separated, and the aqueous layer was extracted twice with 50 ml of diethyl ether. The organic layer was combined and washed successively with water and saturated brine solution, and dried over anhydrous sodium sulfate. Then the solvent was evaporated under reduced pressure. The obtained crude product was purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1 (v/v)) to give 1.1 g of the object compound as a colorless oil (yield 92%).

後処理

  1. stirringstirring
  2. waitwas continued for another 2 hours
  3. stirringvigorously agitated
  4. customThe resulting solution was separated
  5. extractionthe aqueous layer was extracted twice with 50 ml of diethyl ether
  6. washwashed successively with water and saturated brine solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThen the solvent was evaporated under reduced pressure
  9. customThe obtained crude product
  10. customwas purified by silica gel column chromatography (n-hexane/ethyl acetate=4/1 (v/v))

出典と根拠

ORDレコード
ord-32c937485dbf4b1fa3a8ee6e05edccc2
出典データセット
uspto-grants-1997_06
特許番号
US05639776

反応ノート

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