Iodine → 1-Chloro-2-fluoro-4-iodo-5-methoxybenzene

HRID 1693732노트

반응식

HRID 1693732 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[F:10].[I:11]I>C(Cl)(Cl)Cl.FC(F)(F)C([O-])=O.[Ag+]>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([I:11])=[CH:4][C:3]=1[F:10]

참가 물질

5

반응물 2

HCID 807IodineHCID 27735853-Chloro-4-fluoroanisole

생성물 1

HCID 210706301-Chloro-2-fluoro-4-iodo-5-methoxybenzene수율 81.3%

시약·촉매·용매 2

HCID 76299Silver trifluoroacetate촉매HCID 6212Chloroform용매

실험 절차

Silver trifluoroacetate (23.2 g, 105.0 mmol) was added to a solution of 2-chloro-1-fluoro-4-methoxy-benzene (5 g, 29.2 mmols) in chloroform (250 ml), followed by iodine (15.8 g, 62.2 mmol) in several portions. The mixture was stirred at room temperature for 2 hours and filtered through Celite. The filtrate was washed with water, brine, dried with Na2SO4, decanted, and concentrated to dryness. Silica chromatography of the crude using a gradient of ethyl acetate and hexane afforded 1-chloro-2-fluoro-4-iodo-5-methoxy-benzene (6.8 g, 81% yield). 1H NMR (500 MHz, DMSO-d6) δ 3.83 (s, 3H), 7.22 (d, 1H), 7.88 (d, 1H).

후처리

  1. filtrationfiltered through Celite
  2. washThe filtrate was washed with water, brine
  3. dry with materialdried with Na2SO4
  4. customdecanted
  5. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-1e637634f6b74e8da5d59f5cf7b2204e
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158647B2

반응 노트

불러오는 중…