Methyl iodide → 1,3-Dibromo-5-fluoro-2-methoxybenzene

HRID 33404노트

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HRID 33404 반응식
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Br:9])[C:3]=1[OH:10].[C:11](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Br:9])[C:3]=1[O:10][CH3:11]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 676542,6-Dibromo-4-fluorophenol

생성물 1

HCID 27739651,3-Dibromo-5-fluoro-2-methoxybenzene수율 99.1%

시약·촉매·용매 1

HCID 180Acetone용매

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온도
25 °C

실험 절차

To a stirred solution of 2,6-dibromo-4-fluorophenol (214.5 g, 0.794 mol) in acetone (4.3 L), potassium carbonate (120.6 g, 0.874 mol) and methyl iodide (54.4 mL, 0.874 mol) were added at room temperature. The mixture was heated to reflux for 1.5 hours cooled to 25° C. and filtered, washing the filter cake with dichloromethane (2×1.5 L). The filtrate was concentrated in vacuo at 40° C. The crude product was slurred in dichloromethane (1 L) for 30 minutes at 25° C., filtered and concentrated in vacuo at 40° C. to give 1,3-Dibromo-5-fluoro-2-methoxybenzene as an off-white crystalline solid (223.3 g, 98.9%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1.5 hours
  3. filtrationfiltered
  4. washwashing the filter cake with dichloromethane (2×1.5 L)
  5. concentrationThe filtrate was concentrated in vacuo at 40° C
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo at 40° C.

출처 및 근거

ORD 기록
ord-d025832f4efb481e8b330f92eca780ef
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429598B2

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