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

HRID 420243
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HRID 420243 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 678552-FluorobenzonitrileHCID 178472539HCID 178472539, 화합물

생성물 1

HCID 296342Ethyl 3-(2-fluorophenyl)-3-oxopropanoate수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-018ab8d4cd3e4e69b9978a44b95e74ef
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093403B2

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