Реакция #172350

ord-d53fcca164194a3fbffe99193f0acfc9

Уравнение реакции

O=Cc1cc(O)ccc1Br
2-bromo-5-hydroxybenzaldehyde
Cl.ClCCN1CCOCC1
4-(2-chloroethyl)morpholine hydrochloride
O=C([O-])[O-].[K+].[K+]
K2CO3
O=Cc1cc(OCCN2CCOCC2)ccc1Br
2-bromo-5-(2-morpholinoethoxy)benzaldehyde
Выход 72.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеAfter reaction 2 h at 120° C. for 3 h
  2. 2
    Другоеthe reaction mixture was quenched by addition of water
  3. 3
    Экстракцияextracted with EtOAc
  4. 4
    СушкаThe organic layer was dried over Na2SO4
  5. 5
    Концентрированиеconcentrated under reduced pressure

Методика

To a mixture of 2-bromo-5-hydroxybenzaldehyde (62; 3 g, 15 mmol) and 4-(2-chloroethyl)morpholine hydrochloride (120; 5.6 g, 30 mmol) in DMF (75 mL) was added K2CO3 (10.3 g, 74.6 mmol). After reaction 2 h at 120° C. for 3 h, the reaction mixture was quenched by addition of water and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Column chromatography afforded 2-bromo-5-(2-morpholinoethoxy)benzaldehyde 121 (3.3 g, 72%) as a brown solid.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08846947B2uspto-grants-2014_09