Hydrochloric Acid → 4-(4-Oxopiperidin-1-yl)benzonitrile

HRID 842785ノート

反応式

HRID 842785 の反応式
C1O[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[O:4]C1C.Cl>CCOCC>[C:17]([C:14]1[CH:13]=[CH:12][C:11]([N:8]2[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]2)=[CH:16][CH:15]=1)#[N:18]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 57228643N-(4-Cyanophenyl)-4-piperidone propylene ketal

生成物 1

HCID 110198874-(4-Oxopiperidin-1-yl)benzonitrile

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A solution of 34 (915 mg, 3.54 mmol) in ether (6 mL) was treated with 6N aqueous HCl (25 mL). The mixture was stirred at room temperature (2 d). The solvent was removed in vacuo and the residue dissolved in 3N HCl (25 mL) and acetic acid (20 mL). The mixture was stirred at room temperature (2 h). The solvent was removed in vacuo and the residue dissolved in dichloromethane and sodium carbonate solution. The aqueous layer was extracted with two additional portions of dichloromethane and the combined organic extracts were washed with brine, dried over Na2SO4, and concentrated under reduced pressure. PCTLC (SiO2, 4 mm, 10% EtOH-90% CHCl3) afforded the title compound (35).

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue dissolved in 3N HCl (25 mL)
  3. stirringThe mixture was stirred at room temperature (2 h)
  4. customThe solvent was removed in vacuo
  5. dissolutionthe residue dissolved in dichloromethane
  6. extractionThe aqueous layer was extracted with two additional portions of dichloromethane
  7. washthe combined organic extracts were washed with brine
  8. dry with materialdried over Na2SO4
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d791415aa9c44db9b016848b5efd37ae
出典データセット
uspto-grants-2002_04
特許番号
US06376503B1

反応ノート

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