2-Piperidone → 1-(4-Methoxybenzyl)piperidin-2-one

HRID 402267노트

반응식

HRID 402267 반응식
[OH-].[K+].[NH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C:4]1=[O:9].[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Cl)=[CH:14][CH:13]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][N:3]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]2=[O:9])=[CH:14][CH:13]=1

참가 물질

6

반응물 3

HCID 126652-PiperidoneHCID 14797Potassium HydroxideHCID 699934-Methyloxybenzyl chloride

생성물 1

HCID 115068011-(4-Methoxybenzyl)piperidin-2-one수율 52.1%

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매2회

실험 절차

A suspension of potassium hydroxide (85%, 18.6 g) and tetrabutylammonium bromide (4.88 g) in toluene (250 ml) was refluxed overnight under nitrogen atmosphere using Deenschtark device. The mixture was cooled to 80° C., to which a solution of 2-piperidone (25.0 g) and 4-methoxybenzylchloride (51.3 g) in toluene (50 ml) were added dropwise. After refluxing for 8 hours, the reaction mixture was returned to room temperature and washed with water and saturated brine. The resultant was dried with magnesium sulfate, after which the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane ethyl acetate=1:1) to give 1-(4-methoxybenzyl)piperidin-2-one (28.8 g) as a colorless oily material.

후처리

  1. temperaturewas refluxed overnight under nitrogen atmosphere
  2. additionwere added dropwise
  3. temperatureAfter refluxing for 8 hours
  4. customwas returned to room temperature
  5. washwashed with water and saturated brine
  6. dry with materialThe resultant was dried with magnesium sulfate
  7. distillationafter which the solvent was distilled off under reduced pressure
  8. customthe resulting residue was purified by silica gel column chromatography (hexane ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-9d2bd276c5154b68a6d96b3bb8cddab3
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741943B2

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