Formic Acid → Ethyl 3-(2,4,6-trifluorophenyl)propanoate

HRID 474578

반응식

HRID 474578 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1/[CH:10]=[CH:11]/[C:12]([O:14][CH2:15][CH3:16])=[O:13].C(O)=O>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([F:9])[C:3]=1[CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

참가 물질

5

반응물 2

HCID 284Formic AcidHCID 574127793-(2,4,6-Trifluoro-phenyl)-acrylic acid ethyl ester

생성물 1

HCID 53425006Ethyl 3-(2,4,6-trifluorophenyl)propanoate수율 89.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

반응 조건

온도
90 °C

실험 절차

Pd/C (0.5 g, 10%, 50% water wet) was added to a solution of ethyl (2E)-3-(2,4,6-trifluorophenyl)-2-propenoate (2.0 g, 8.69 mmol) in ethyl acetate (40 mL) under an argon atmosphere, followed by TEA (2.409 mL, 17.38 mmol) and formic acid (1.666 mL, 43.4 mmol). The reaction mixture was refluxed at 90° C. under argon for 1 h. The reaction mixture was filtered through a celite pad and the filtrate was then washed with water, 5% NaHCO3 solution and brine, before being dried over Na2SO4. Solvent evaporation under reduced pressure yielded the title compound as a pale yellow oil (1.8 g, 89% yield). LCMS: 3.41 min, [M+H+]=232.9

후처리

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. washthe filtrate was then washed with water, 5% NaHCO3 solution and brine
  3. dry with materialbefore being dried over Na2SO4
  4. customSolvent evaporation under reduced pressure

출처 및 근거

ORD 기록
ord-2561cc9229fa448e9f3488b49383699c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637536B2

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