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

HRID 467460

반응식

HRID 467460 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 312751,4-Dioxane용매

반응 조건

온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1904fb7e6b3c401790cc7f0fba710bdb
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623860B2

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