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

HRID 406361

反応式

HRID 406361 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23665647Potassium tert-butoxide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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%)

出典と根拠

ORDレコード
ord-af00e3dc846f42daacbf0b123124741a
出典データセット
uspto-grants-2014_06
特許番号
US08754100B2

関連ノート

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