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Cesium carbonate → HCID 67185282, 화합물

HRID 1843660
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HRID 1843660 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[C:14]([C:15](=[O:17])[CH3:16])=[CH:13][NH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Cl)=[CH:28][CH:27]=1>CN(C)C=O>[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][N:12]2[CH:13]=[C:14]([C:15](=[O:17])[CH3:16])[C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)=[N:11]2)=[CH:28][CH:27]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 699934-Methyloxybenzyl chlorideHCID 178467227HCID 178467227, 화합물

생성물 1

HCID 67185282HCID 67185282, 화합물수율 97%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

320 mg (1.39 mmol) of 1-[3-(3-nitrophenyl)-1H-pyrazol-4-yl]ethanone were dissolved with 15 ml of dry dimethylformamide and 540 mg (1.66 mmol) of cesium carbonate and 189 μl (1.39 mmol) of p-methoxybenzyl chloride were added. The reaction mixture was maintained at 70° C. under stirring for 8 hours. The solvent was then removed under reduced pressure and the residue taken up with dichloromethane and washed with water. The organic layer was dried over sodium sulphate and evaporated. The crude was finally purified by flash-chromatography on a silica gel column (cyclohexane-ethylacetate; from 4/1 to 3/2), giving 470 mg (97%) of the title compound.

후처리

  1. additionwere added
  2. customThe solvent was then removed under reduced pressure
  3. washwashed with water
  4. dry with materialThe organic layer was dried over sodium sulphate
  5. customevaporated
  6. customThe crude was finally purified by flash-chromatography on a silica gel column (cyclohexane-ethylacetate; from 4/1 to 3/2)

출처 및 근거

ORD 기록
ord-b4664c7c9f614dbc98f25529d4da53c4
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946250B2

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