Acetic Anhydride → 1-Acetyl-4-benzoylpiperidine

HRID 627496

반응식

HRID 627496 반응식
Cl.[C:2]1([C:8]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][C:17](OC(C)=O)=[O:18]>C(Cl)Cl>[C:8]([CH:10]1[CH2:15][CH2:14][N:13]([C:17](=[O:18])[CH3:16])[CH2:12][CH2:11]1)(=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 27244374-Benzoylpiperidine hydrochloride

생성물 1

HCID 27407141-Acetyl-4-benzoylpiperidine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of phenyl(piperidin-4-yl)methanone hydrochloride (743 mg, 3.29 mmol, Apollo Scientific) in DCM (13.2 mL) and TEA (1.10 mL, 7.90 mmol) was treated with Ac2O (0.373 mL, 3.95 mmol) dropwise over 1 min on an ice bath under argon, and the resulting translucent mixture was immediately removed from the ice bath and stirred at room temperature overnight. The reaction was then partitioned with 1 M HCl (1×8 mL) and 1 M NaOH (1×8 mL), and the organic layer was dried (Na2SO4), filtered, and concentrated to provide the title compound as a translucent beige oil that crystallized upon standing.

후처리

  1. customthe resulting translucent mixture was immediately removed from the ice bath
  2. customThe reaction was then partitioned with 1 M HCl (1×8 mL) and 1 M NaOH (1×8 mL)
  3. dry with materialthe organic layer was dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7e76c6bd2a5040c4997c089712112ea1
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309222B2

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