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Ethyl Bromide → 4-bromo-1-ethylpyridin-2(1H)-one

HRID 919297
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HRID 919297 반응식
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([OH:8])[CH:3]=1.Br[CH2:10][CH3:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][N:5]([CH2:10][CH3:11])[C:4](=[O:8])[CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 178515446HCID 178515446, 화합물

생성물 1

HCID 231159654-bromo-1-ethylpyridin-2(1H)-one

시약·촉매·용매 1

HCID 180Acetone용매

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온도
60 °C

실험 절차

A mixture of 4-bromopyridin-2-ol (100 mg, 0.57 mmol), bromoethane (124 mg, 1.1 mmol) and potassium carbonate (238 mg, 1.7 mmol) in acetone (5 mL) was stirred at 60° C. for 3.0 h. The solution was allowed to cool to room temperature, filtered and the filter cake was washed with acetone (5 mL×2). The filtrate was collected and concentrated under reduced pressure to give the crude product, which was purified by silica gel column chromatography (PE:EA=20:1) to afford the title compound as a white solid LC/MS m/z=402.1 [M+H]+; 1H NMR (400 MHz, CDCl3) δ 7.14 (d, 1 H), 6.81 (d, 1 H), 6.33 (dd, 1 H), 3.95 (q, 2 H), 1.34 (t, 3 H).

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

후처리

  1. temperatureto cool to room temperature
  2. filtrationfiltered
  3. washthe filter cake was washed with acetone (5 mL×2)
  4. customThe filtrate was collected
  5. concentrationconcentrated under reduced pressure
  6. customto give the crude product, which
  7. customwas purified by silica gel column chromatography (PE:EA=20:1)

출처 및 근거

ORD 기록
ord-e6a17e750bbb418f960fda7ad82a2004
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273033B2

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