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Benzyl Bromide → HCID 58171030, 화합물

HRID 337666
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HRID 337666 반응식
[Br:1][C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[NH:5][C:4](=[O:10])[CH:3]=1.[CH2:11](Br)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1C=CC=CC=1.C(=O)([O-])[O-].[Ag+2]>[Br:1][C:2]1[CH:3]=[C:4]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:5]=[C:6]([CH3:9])[C:7]=1[CH3:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 7498Benzyl BromideHCID 469162514-Bromo-5,6-dimethylpyridin-2-ol

생성물 1

HCID 58171030HCID 58171030, 화합물

시약·촉매·용매 2

HCID 178418647HCID 178418647, 화합물촉매HCID 241Benzene용매2회

실험 절차

4-Bromo-5,6-dimethyl-2(1H)-pyridinone (1 eq.), prepared according to the procedure described by McElroy, W. T.; DeShong, P. Organic Letters 2003, 5, 4779-4782, was suspended in benzene (0.13 M). To this was then added silver carbonate (0.6 eq.) and benzyl bromide (1.2 eq.) before the suspension was heated at 45° C. for 3 days in the dark. The reaction suspension was cooled to RT, diluted with benzene and filtered through a bed of celite. The filtrate was washed with sat. aq. NaHCO3, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Purification by way of column chromatography (SiO2, Hex→10:1 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.

후처리

  1. filtrationfiltered through a bed of celite
  2. washThe filtrate was washed with sat. aq. NaHCO3
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated in vacuo
  6. customPurification by way of column chromatography (SiO2, Hex→10:1 (v/v) Hex:EtOAc)

출처 및 근거

ORD 기록
ord-0d4e7709a85d4158bd42dc103fcc5e71
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889714B2

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