Hydrochloric Acid → 1,1′-(Oxydi-4,1-phenylene)bis[2-bromoethanone]

Temperature

-15 °C

Bromoacetyl chloride (2.22 ml, 22 mmol) was added dropwise during 15 min with stirring at −15° C. to a mixture of aluminum chloride (6.0 g, 44.8 mmol) in methylene dichloride (40 ml). The reaction mixture was stirred at −15° C. for an additional 3 min. Diphenyl ether (1.87 g, 11.0 mmol) was added during 30 min with stirring at −15° C. and the reaction mixture was allowed to warm to room temperature and then stirred for 3 h. It was then poured into a mixture of concentrated hydrochloric acid and crushed ice and extracted with methylene dichloride (2×50 ml). The combined organic extracts were washed with 2% aqueous sodium hydrogen carbonate and water and dried over Na2SO4. Evaporation of the solvent under reduced pressure gave desired product 50 3.03 g (67%).

1. stirringwith stirring at −15° C.
2. temperatureto warm to room temperature
3. stirringstirred for 3 h
4. customcrushed ice
5. extractionextracted with methylene dichloride (2×50 ml)
6. washThe combined organic extracts were washed with 2% aqueous sodium hydrogen carbonate and water
7. dry with materialdried over Na2SO4
8. customEvaporation of the solvent under reduced pressure

ORD record

ord-4d9469a6c4324fd9944f798321ee8ee4

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08859595B2