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

HRID 33404ノート

反応式

HRID 33404 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 27739651,3-Dibromo-5-fluoro-2-methoxybenzene収率 99.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
25 °C

実験手順

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%).

後処理

  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.

出典と根拠

ORDレコード
ord-d025832f4efb481e8b330f92eca780ef
出典データセット
uspto-grants-2008_09
特許番号
US07429598B2

反応ノート

読み込み中…