Methyl Acrylate → Methyl 4-cyano-4-(2-trifluoromethylphenyl)butanoate

HRID 406361

반응식

HRID 406361 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]#[N:11].C1OCCOCCOCCOCCOCCOC1.[C:32]([O:36][CH3:37])(=[O:35])[CH:33]=[CH2:34]>O1CCCC1.CC(C)([O-])C.[K+]>[C:10]([CH:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:12])([F:13])[F:1])[CH2:34][CH2:33][C:32]([O:36][CH3:37])=[O:35])#[N:11]

참가 물질

6

반응물 3

HCID 7294Methyl AcrylateHCID 2855718-Crown-6HCID 764352-(Trifluoromethyl)phenylacetonitrile

생성물 1

HCID 66618793Methyl 4-cyano-4-(2-trifluoromethylphenyl)butanoate

시약·촉매·용매 2

HCID 23665647Potassium tert-butoxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

2-(Trifluoromethyl)phenylacetonitrile (2.0 g) was dissolved in tetrahydrofuran (50 mL). Potassium tert-butoxide (60.6 mg), 18-crown-6 (2.85 g) and methyl acrylate (973 μL) were added at 0° C. and the mixture was stirred at the same temperature for 40 minutes. The reaction was terminated with saturated ammonium chloride, followed by dilution with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. Concentration under reduced pressure gave an oil. The oil was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%) to obtain the title compound (2.2 g).

후처리

  1. customThe reaction was terminated with saturated ammonium chloride
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationConcentration under reduced pressure
  5. customgave an oil
  6. customThe oil was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%)

출처 및 근거

ORD 기록
ord-af00e3dc846f42daacbf0b123124741a
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754100B2

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