Potassium Cyanide → 3-Chloro-2-iodobenzeneacetonitrile

HRID 2078352노트

반응식

HRID 2078352 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([Cl:9])[C:4]=1[I:10].[C-:11]#[N:12].[K+]>CCO.O>[Cl:9][C:5]1[C:4]([I:10])=[C:3]([CH2:2][C:11]#[N:12])[CH:8]=[CH:7][CH:6]=1

참가 물질

5

반응물 2

HCID 9032Potassium CyanideHCID 670998331035263-40-1

생성물 1

HCID 670996963-Chloro-2-iodobenzeneacetonitrile수율 54.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of 1-(bromomethyl)-3-chloro-2-iodobenzene (7 g, 21 mmol) in 100 mL EtOH was treated with a solution of potassium cyanide (2 mL, 42 mmol) in 20 mL water. The mixture was refluxed for 2.5 hours. The mixture was cooled to room temperature and concentrated. The residue was diluted with 200 mL EtOAc, washed with water (2×50 mL), saturated NaCl (50 mL), dried over anhydrous sodium sulfate and concentrated. The crude product was purified by column chromatography (20% EtOAc/hexane) to give 3.2 g pale yellow solid. MS m/e: (M+H)+ 278.

후처리

  1. temperatureThe mixture was refluxed for 2.5 hours
  2. concentrationconcentrated
  3. additionThe residue was diluted with 200 mL EtOAc
  4. washwashed with water (2×50 mL), saturated NaCl (50 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe crude product was purified by column chromatography (20% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-c0c40784a4724e1cac3af34928208174
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928139B2

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