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

HRID 842785노트

반응식

HRID 842785 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d791415aa9c44db9b016848b5efd37ae
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376503B1

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