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

HRID 1182183
ノート
印刷プレビュー

反応式

HRID 1182183 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 6

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 22281796Diisopropylether ethyl acetate溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-453b17ff653e438983191caf386e2e68
出典データセット
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07288557B2

反応ノート

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