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Cesium carbonate → HCID 86695784, 화합물

HRID 922304
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HRID 922304 반응식
C[C:2]1[C:7]([CH:8]=[O:9])=[CH:6][CH:5]=[C:4]([OH:10])[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:18][C:19]1[CH:34]=[CH:33][C:22]([O:23][CH2:24][C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:26])=[CH:21][CH:20]=1>CN(C=O)C>[O:26]=[C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:24][O:23][C:22]1[CH:33]=[CH:34][C:19]([CH2:18][O:10][C:4]2[N:3]=[CH:2][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=2)=[CH:20][CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 66685859HCID 66685859, 화합물HCID 1784334412-Methyl-6-oxo-1,6-dihydropyridine-3-carbaldehyde

생성물 1

HCID 86695784HCID 86695784, 화합물수율 60%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of methyl 6-hydroxypyridine-3-carbaldehyde. (0.25 g, 2 mmol) in DMF (10 mL) was added cesium carbonate (0.97 g, 3 mmol) and stirred at RT for 30 min then added 2-[4-(bromomethyl)phenoxy]-1-phenylethanone (0.61 g, 2 mmol) this resulting mass was stirred at 80° C. for 12 h, reaction quenched with water and extracted with ethyl acetate, Organic layer was washed with water and brine solution dried over anhydrous Na2SO4 and concentrated to afford crude product which was purified by column chromatography to get pale brown solid as product (0.4 g, Yield: 60%); 1H NMR (300 MHz, CDCl3): δ 9.59 (s, 1H) 7.95-8.02 (m, 2H), 7.67-7.78 (m, 3H), 7.54-7.59 (m, 2H), 7.30-7.33 (d, 2H), 6.93-6.96 (d, 2H), 6.49-6.53 (d, 1H), 5.57 (s, 2H), 5.11 (s, 2H).

후처리

  1. customreaction
  2. customquenched with water
  3. extractionextracted with ethyl acetate, Organic layer
  4. washwas washed with water and brine solution
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated
  7. customto afford crude product which
  8. customwas purified by column chromatography
  9. customto get pale brown solid as product (0.4 g, Yield: 60%)

출처 및 근거

ORD 기록
ord-41d26bb7a7804d00bc75f147464c6675
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278915B2

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