Sodium hydride → 1-(2-fluoroethyl)-4-iodo-1H-pyrazole

HRID 646225ノート

反応式

HRID 646225 の反応式
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[H-].[Na+].I[CH2:10][CH2:11][F:12]>CN(C=O)C>[F:12][CH2:11][CH2:10][N:4]1[CH:3]=[C:2]([I:1])[CH:6]=[N:5]1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 69804Ethane, 1-fluoro-2-iodo-HCID 770224-Iodopyrazole

生成物 1

HCID 597727061-(2-fluoroethyl)-4-iodo-1H-pyrazole収率 79%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-iodo-1H-pyrazole (1.10 g, 5.7 mmol) in anhydrous DMF (25 mL) is treated with NaH (0.23 g, 60% in mineral oil, 5.7 mmol). After stirring for 20 minutes at room temperature, the reaction mixture is treated with 1-iodo-2-fluoroethane (1.0 g, 5.7 mmol) and stirred over night at room temperature. The reaction is quenched with H2O and diluted with EtOAc. The two layers are separated and the aqueous is extracted with EtOAc. The combined organic extracts are washed with H2O, brine, dried (Na2SO4) and concentrated. The crude material is purified by chromatography (silica gel, EtOAc/hexane:15/85) to afford the title compound (1.08 g, 79%) as an oil. MS (+) ES 240 (M+H)+.

後処理

  1. stirringstirred over night at room temperature
  2. customThe reaction is quenched with H2O
  3. additiondiluted with EtOAc
  4. customThe two layers are separated
  5. extractionthe aqueous is extracted with EtOAc
  6. washThe combined organic extracts are washed with H2O, brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated
  9. customThe crude material is purified by chromatography (silica gel, EtOAc/hexane:15/85)

出典と根拠

ORDレコード
ord-e41b7a409f5947f3967c406f0f4ade5f
出典データセット
uspto-grants-2010_04
特許番号
US07705030B2

反応ノート

読み込み中…