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Potassium Carbonate → 1-[(4-Methoxyphenyl)methyl]piperidine-2,6-dione

HRID 596128
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HRID 596128 반응식
[C:1]1(=[O:8])[NH:6][C:5](=[O:7])[CH2:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1>CC(C)=O.[N+](CCCC)(CCCC)(CCCC)CCCC.[I-]>[CH3:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][N:6]2[C:5](=[O:7])[CH2:4][CH2:3][CH2:2][C:1]2=[O:8])=[CH:19][CH:18]=1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 699934-Methyloxybenzyl chlorideHCID 70726Glutarimide

생성물 1

HCID 665869941-[(4-Methoxyphenyl)methyl]piperidine-2,6-dione수율 87.2%

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 180Acetone
용매

실험 절차

Glutarimide (5 g, 44.2 mmol) was suspended in acetone (Volume: 100 mL) and then K2CO3 (12.22 g, 88 mmol), Bu4NI (3.27 g, 8.84 mmol) and 4-methoxybenzyl chloride (6.02 mL, 44.2 mmol) were added. The mixture was agitated at room temperature overnight and filtered through celite and then concentrated in vacuo and the residue purified by flash chromatography (0-50% EtOAc/heptane) to afford 8.99 g of the desired product as a colorless solid. LCMS (m/z): (MH+), 234.2, 0.66 min.

후처리

  1. filtrationfiltered through celite
  2. concentrationconcentrated in vacuo
  3. customthe residue purified by flash chromatography (0-50% EtOAc/heptane)

출처 및 근거

ORD 기록
ord-8f6d07bcd2764ea79347d0906225801d
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09242996B2

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