Hydrochloric Acid → 2-(4-Chloro-3-methoxyphenyl)-2-methylpropanenitrile

HRID 61799

반응식

HRID 61799 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](F)=[CH:4][C:3]=1[O:9][CH3:10].[C:11](#[N:15])[CH:12]([CH3:14])[CH3:13].C[Si]([N-][Si](C)(C)C)(C)C.[K+].Cl>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:12]([CH3:14])([CH3:13])[C:11]#[N:15])=[CH:4][C:3]=1[O:9][CH3:10]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6559IsobutyronitrileHCID 27245202-Chloro-5-fluoroanisoleHCID 3251421Potassium bis(trimethylsilyl)amide

생성물 1

HCID 179891552-(4-Chloro-3-methoxyphenyl)-2-methylpropanenitrile수율 31%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
65 °C

실험 절차

1-Chloro-4-fluoro-2-methoxy-benzene (4.3 g, 26.78 mmol) and isobutyronitrile (9.61 mL, 4.0 eq.) were dissolved in toluene (9.0 mL), added with KHMDS (80 mL, 0.5 M toluene solution) and stirred at 65° C. for 2 hr. The reaction solution was cooled to room temperature, added with aqueous solution of 1 N hydrochloric acid and then extracted with MTBE. The organic layer was washed with saturated brine and dried over magnesium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound (1.72 g, 31%).

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionextracted with MTBE
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customThe drying agent was removed by filtration
  6. customthe residues obtained
  7. concentrationafter concentration under reduced pressure
  8. customwere purified by silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-1515b36c859648d1a5dd4503c6364978
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440922B2

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