2-Bromoethanol → 12-(2-bromo-ethoxy)-2,10-dichloro-12H-5,7-dioxa-dibenzo[a,d]cyclooctene

Temperature

120 °C

A mixture of 12-bromo-2,10-dichloro-12H-5,7-dioxa-dibenzo[a,d]cyclooctene (900 mg, 2.5 mmol), 2-bromoethanol (3.75 g, 30 mmol) and potassium carbonate (1.0 g, 7.2 mmol) in dichloromethane (10 mL) was heated at 120° C. for 4 h. The reaction mixture was concentrated in vacuo, added water (25 mL) and the product extracted with ethyl acetate (3×25 mL). The combined organic phases were dried (MgSO4), filtered and evaporated to give 832 mg (82%) of 12-(2-bromo-ethoxy)-2,10-dichloro-12H-5,7-dioxa-dibenzo[a,d]cyclooctene.

1. concentrationThe reaction mixture was concentrated in vacuo
2. additionadded water (25 mL)
3. extractionthe product extracted with ethyl acetate (3×25 mL)
4. dry with materialThe combined organic phases were dried (MgSO4)
5. filtrationfiltered
6. customevaporated

ORD record

ord-4daaf98258384f159f8dea1fbfe4e77d

Source dataset

uspto-grants-2003_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06525086B2