Hydrochloric Acid → HCID 576396、化合物

HRID 2295230ノート

反応式

HRID 2295230 の反応式
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]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 7505BenzonitrileHCID 178418368HCID 178418368、化合物

生成物 1

HCID 576396HCID 576396、化合物収率 83%

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-370d56b0a46347f49751423c144493e6
出典データセット
uspto-grants-1997_11
特許番号
US05691322

反応ノート

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