Allyl bromide → HCID 10630623, compound

Temperature

0 °C

A round-bottom flask was charged with NaH (1.76 g, 44 mmol, 60% dispersion in mineral oil) and flushed with argon. Hexane (10 ml×2) was added and decanted. DMF (10 ml) was added into the flask and the resulting solution was cooled to 0° C. Ethyl glycolate (4.16 g, 40.0 mmol) was added over 10 min. The solution was allowed to gradually warm to 25° C. and was maintained at that temperature for 2H. The solution was cooled to 0° C. and allyl bromide (5.32 g, 44.0 mmol) was added over 10 min. The solution was allowed to gradually warm to 25° C. and stirred at that temperature for 2 h. Aqueous solution NH4Cl (10 ml) was added to the reaction and the mixture was diluted with EtOAc (60 ml). The organic layer was separated and washed with H2O (20 ml×2), dried over Na2SO4 and concentrated in vacuo. The crude product was purified by distillation under reduced pressure

1. customflushed with argon
2. additionHexane (10 ml×2) was added
3. customdecanted
4. additionDMF (10 ml) was added into the flask
5. temperatureto gradually warm to 25° C.
6. temperaturewas maintained at that temperature for 2H
7. temperatureThe solution was cooled to 0° C.
8. temperatureto gradually warm to 25° C.
9. customThe organic layer was separated
10. washwashed with H2O (20 ml×2)
11. dry with materialdried over Na2SO4
12. concentrationconcentrated in vacuo
13. distillationThe crude product was purified by distillation under reduced pressure

ORD record

ord-04d68b3a961d4cf690d2a60b3ff6c15e

Source dataset

uspto-grants-2009_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07550607B2