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Hydrochloric Acid → Ethyl 3-(2-fluorophenyl)-3-oxopropanoate

HRID 420243
ノート
印刷プレビュー

反応式

HRID 420243 の反応式
Br[Zn][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[F:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12]#N.Cl.C(OCC)(=[O:21])C>C1COCC1>[F:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12](=[O:21])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 678552-FluorobenzonitrileHCID 178472539HCID 178472539、化合物

生成物 1

HCID 296342Ethyl 3-(2-fluorophenyl)-3-oxopropanoate収率 92%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

Under nitrogen atmosphere, 30 mL of THF was added to 6.09 g (10 mmol, 1.0 equivalent) of (BrZnCH2COOEt.THF)2. Under argon atmosphere, a solution of 1.21 g (10 mmol) of 2-fluorobenzonitrile in 5 mL of THF was added dropwise while stirring at 0˜5° C. The mixture was stirred at 20° C.˜25° C. for 46 hours. 15 mL of 10% hydrochloric acid added dropwise at 20° C. or lower, and the mixture was stirred at 20˜25° C. for 1. hour, followed by dilution with 50 mL of ethyl acetate. Then, the layers were separated. The organic layer was washed successively with 15 mL of 1N hydrochloric acid, 20 mL of an aqueous saturated sodium chloride solution, 20 mL (×2) of an aqueous saturated sodium bicarbonate solution, and 20 mL of an aqueous saturated sodium chloride solution. After washing, the organic layer was dried with anhydrous magnesium sulfate. Concentration under reduced pressure afforded 1.94 g of the desired product (yield 92%).

後処理

  1. stirringThe mixture was stirred at 20° C.˜25° C. for 46 hours
  2. stirringlower, and the mixture was stirred at 20˜25° C. for 1
  3. customThen, the layers were separated
  4. washThe organic layer was washed successively with 15 mL of 1N hydrochloric acid, 20 mL of an aqueous saturated sodium chloride solution, 20 mL (×2) of an aqueous saturated sodium bicarbonate solution, and 20 mL of an aqueous saturated sodium chloride solution
  5. washAfter washing
  6. dry with materialthe organic layer was dried with anhydrous magnesium sulfate
  7. concentrationConcentration under reduced pressure

出典と根拠

ORDレコード
ord-018ab8d4cd3e4e69b9978a44b95e74ef
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08093403B2

反応ノート

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