Реакция #595333

ord-5970614c3a9c4a1f96ec574ef8d59127

Уравнение реакции

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

Растворители

Условия реакции

Температура
150°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe mixture is then filtered
  2. 2
    Другоеthe 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
    ДругоеThe phases are separated
  5. 5
    Сушкаthe organic phase is dried over magnesium sulfate
  6. 6
    ДругоеThe solvent is removed on a rotary evaporator
  7. 7
    ДругоеThe product obtained
  8. 8
    Другоеis used without further purification in the subsequent reaction

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09095582B2uspto-grants-2015_08