Bromine → 2-Bromo-1-(4-iodophenyl)ethanone

HRID 253185

반응식

HRID 253185 반응식
[Br:1]Br.[I:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][CH:5]=1>C(O)(=O)C>[Br:1][CH2:11][C:10]([C:7]1[CH:8]=[CH:9][C:4]([I:3])=[CH:5][CH:6]=1)=[O:12]

참가 물질

4

반응물 2

HCID 24408BromineHCID 728691-(4-Iodophenyl)ethan-1-one

생성물 1

HCID 2565722-Bromo-1-(4-iodophenyl)ethanone수율 91%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

A solution of bromine (79.3 g, 508 mmol) in glacial acetic acid (50 mL) was added at room temperature to a solution of 1-(4-Iodo-phenyl)-ethanone (Aldrich, 125 g, 508 mmol) in glacial acetic acid (600 mL). The mixture was stirred for 10 h, then concentrated under reduced pressure and the residue was diluted with ethyl acetate (100 mL), and washed with brine (3×50 mL). The organic layer was concentrated, and the residue was crystallized from ethyl ether to provide the title compound as a yellow solid (150 g, 462 mmol, 91% yield). 1H NMR (300 MHz, CDCl3) δ 4.39 (s, 2H), 7.69 (d, J=8.5 Hz, 2H), 7.87 ppm (d, J=8.5 Hz, 2H); MS (DCl/NH3) m/z 246 (M−Br)+264 (M−Br+NH4)+.

후처리

  1. concentrationconcentrated under reduced pressure
  2. additionthe residue was diluted with ethyl acetate (100 mL)
  3. washwashed with brine (3×50 mL)
  4. concentrationThe organic layer was concentrated
  5. customthe residue was crystallized from ethyl ether

출처 및 근거

ORD 기록
ord-0e14ec848ca94960b7ccec59ca5f2651
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872010B2

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