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Potassium Iodide → 1-(4-Methoxy-phenyl)-4-[1,2,3]triazol-1-yl-butan-1-one methanesulfonate

HRID 1182183
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HRID 1182183 반응식
Cl[CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=[O:6].CC(O)(CC)C.[NH:21]1[CH:25]=[CH:24][N:23]=[N:22]1.[I-].[K+].[OH-].[Na+].[CH3:30][S:31]([OH:34])(=[O:33])=[O:32]>C(OC(C)C)(C)C.C(OCC)(=O)C>[CH3:30][S:31]([OH:34])(=[O:33])=[O:32].[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([C:5](=[O:6])[CH2:4][CH2:3][CH2:2][N:21]2[CH:25]=[CH:24][N:23]=[N:22]2)=[CH:8][CH:9]=1
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참가 물질

8

반응물 6

HCID 4875Potassium IodideHCID 6395Methanesulfonic AcidHCID 64052-Methyl-2-butanolHCID 14798Sodium HydroxideHCID 964144-Chloro-4'-methoxybutyrophenoneHCID 178418936HCID 178418936, 화합물

생성물 1

HCID 86607830
1-(4-Methoxy-phenyl)-4-[1,2,3]triazol-1-yl-butan-1-one methanesulfonate

시약·촉매·용매 1

HCID 22281796Diisopropylether ethyl acetate용매

실험 절차

10.6 g (50 mmol) 4-Chloro-1-(4-methoxy-phenyl)-butan-1-one, 20 ml 2-methyl-2-butanol, 5.2 g (75 mmol) 1H-[1,2,3]-triazole, 9.5 g (57 mmol) potassium iodide and 3.0 g (75 mmol) NaOH were stirred at 100° C. for 4 h. After removal of solvents in vacuo, the residue was partitioned between toluene and water. Washing of the toluene phase twice with water, drying over sodium sulphate and evaporation gave an oily residue that was dissolved in 80 ml diisopropyl ether/ethyl acetate (1:2). The solution was kept at 20° C. during the addition of 2.8 ml methanesulfonic acid and stirred at room temperature for 2 h. The formed precipitate was isolated, washed with cold diethyl ether and dried at 40° C. in vacuo to give 1-(4-methoxy-phenyl)-4-[1,2,3]triazol-1-yl-butan-1-one methanesulfonate. Yield: 2.25 g (13%).

후처리

  1. customAfter removal of solvents in vacuo
  2. customthe residue was partitioned between toluene and water
  3. washWashing of the toluene phase twice with water
  4. dry with materialdrying over sodium sulphate and evaporation
  5. customgave an oily residue that
  6. customThe formed precipitate was isolated
  7. washwashed with cold diethyl ether
  8. customdried at 40° C. in vacuo

출처 및 근거

ORD 기록
ord-453b17ff653e438983191caf386e2e68
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07288557B2

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