反応 #595333

ord-5970614c3a9c4a1f96ec574ef8d59127

反応方程式

O=Cc1ccc(O)c(F)c1
3-fluoro-4-hydroxybenzaldehyde
OCCBr
2-bromoethanol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=Cc1ccc(OCCO)c(F)c1
3-Fluoro-4-(2-hydroxyethoxy)benzaldehyde

溶媒

反応条件

温度
150°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過The mixture is then filtered
  2. 2
    その他the filtrate is freed from the solvent on a rotary evaporator
  3. 3
    workup.ADDITION20 ml of sat. aqueous sodium bicarbonate solution are added
  4. 4
    その他The phases are separated
  5. 5
    乾燥the organic phase is dried over magnesium sulfate
  6. 6
    その他The solvent is removed on a rotary evaporator
  7. 7
    その他The product obtained
  8. 8
    その他is used without further purification in the subsequent reaction

実験手順

5.00 g (35.69 mmol) of 3-fluoro-4-hydroxybenzaldehyde are dissolved in 50 ml of dry DMF. 5.35 g (42.82 mmol) of 2-bromoethanol and 19.73 g (142.74 mmol) of potassium carbonate are added. The reaction mixture is stirred at 150° C. for 10 h. The mixture is then filtered, and the filtrate is freed from the solvent on a rotary evaporator. The residue is taken up in 30 ml of ethyl acetate, and 20 ml of sat. aqueous sodium bicarbonate solution are added. The phases are separated and the organic phase is dried over magnesium sulfate. The solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reaction.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09095582B2uspto-grants-2015_08