Hydrochloric Acid → HCID 576396, 화합물

HRID 2295230노트

반응식

HRID 2295230 반응식
Cl[Mg][CH2:3][CH:4]([CH3:6])[CH3:5].[C:7](#N)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl.[CH3:16]COCC>>[CH3:5][CH:4]([CH3:6])[CH2:3][C:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[CH2:16]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 7505BenzonitrileHCID 178418368HCID 178418368, 화합물

생성물 1

HCID 576396HCID 576396, 화합물수율 83%

실험 절차

Chloro-(2-methylpropyl)magnesium (150 ml, 0.300 mol, from Aldrich) was added over 20 minutes to a solution of benzonitrile (10.21 ml, 0.100 mol, from Aldrich) in ether (150 ml), stirring under argon at room temperature. The solution was allowed to stir under argon at room temperature for 18 hours. The reaction mixture was then cooled to 0° C. and 1.2N HCl (125 ml) was added. The aqueous layer was extracted with ether (twice), and the organic layers were combined and washed with brine and dried over MgSO4, filtered and concentrated to a yellow oil. The oil was purified by flash chromatography on Merck silica gel in 2% EtOAc in hexane. Fractions containing the product were combined and concentrated to afford the title compound as a yellow oil (13.305 gm, 83%).

후처리

  1. stirringto stir under argon at room temperature for 18 hours
  2. temperatureThe reaction mixture was then cooled to 0° C.
  3. extractionThe aqueous layer was extracted with ether (twice), and the organic layers
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated to a yellow oil
  8. customThe oil was purified by flash chromatography on Merck silica gel in 2% EtOAc in hexane
  9. additionFractions containing the product
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-370d56b0a46347f49751423c144493e6
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05691322

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