Sodium Iodide → N-(1-(4-Iodophenyl)propan-2-YL)acetamide

HRID 467460

反応式

HRID 467460 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:11][C:12](=[O:14])[CH3:13])[CH3:10])=[CH:4][CH:3]=1.[Na+].[I-:16]>O1CCOCC1.[Cu]I>[I:16][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:11][C:12](=[O:14])[CH3:13])[CH3:10])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 5238Sodium IodideHCID 45824256N-(1-(4-bromophenyl)propan-2-yl)acetamide

生成物 1

HCID 66611344N-(1-(4-Iodophenyl)propan-2-YL)acetamide

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
120 °C

実験手順

To 6.00 g (23.4 mmol) N-(1-(4-bromophenyl)propan-2-yl)acetamide (II.1) in 65 mL dioxan are added 0.45 g (2.34 mmol) CuI, 0.50 mL (4.70 mmol) N,N″-dimethyl-ethylendiamine and 7.02 g (46.9 mmol) NaI. The reaction mixture is stirred at 120° C. for 70 h. The mixture is allowed to cool to r.t. and half of the solvent is removed in vacuo. EtOAc and diluted aq. ammonia solution are added and the layers are separated. The aq. layer is once more extracted with EtOAc. The organic layers are combined, dried with Na2SO4, filtered and the solvent is removed in vacuo. The crude product is triturated with diethylether and dried at 50° C. in vacuo.

後処理

  1. temperatureto cool to r.t.
  2. customhalf of the solvent is removed in vacuo
  3. additionEtOAc and diluted aq. ammonia solution are added
  4. customthe layers are separated
  5. extractionThe aq. layer is once more extracted with EtOAc
  6. dry with materialdried with Na2SO4
  7. filtrationfiltered
  8. customthe solvent is removed in vacuo
  9. customThe crude product is triturated with diethylether
  10. customdried at 50° C. in vacuo

出典と根拠

ORDレコード
ord-1904fb7e6b3c401790cc7f0fba710bdb
出典データセット
uspto-grants-2014_01
特許番号
US08623860B2

関連ノート

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