Реакция #283

ord-ea00f60c7d1b4b2b96c954e87362056a

Уравнение реакции

COCCOc1cc(I)cc([N+](=O)[O-])c1
COCCOc1cc(I)cc([N+](
C1COCCN1
C1COCCN1
COCCOc1cc(N2CCOCC2)cc([N+](=O)[O-])c1
COCCOc1cc(N2CCOCC2)c
Выход 53.1%

Растворители

Условия реакции

Температура
110°CELSIUS

Методика

The diacetoxypalladium (0.337 g, 1.50 mmol) was added to a stirred mixture of 1-iodo-3-(2-methoxyethoxy)-5-nitrobenzene (9.7 g, 30.02 mmol), cesium carbonate (29.3 g, 90.07 mmol) and morpholine (3.41 mL, 39.03 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (1.869 g, 3.00 mmol) dissolved in toluene (200 mL) and dioxane (50 mL) The reaction was degased, purged with argon and heated at 110 °C for 15 hours. The mixture was diluted with dichloromethane (250ml) the salts were fitered, the filtrate was concentrated. The crude product was purified by flash chromatography on silica gel eluting with 0 to 15% ethyl acetate in dichloromethane. The solvent was evaporated to dryness to afford 4-(3-(2-methoxyethoxy)-5-nitrophenyl)morpholine (4.50 g, 53.1 %) as a orange solid.

Источник

750 AstraZeneca ELN dataset