Benzyl Alcohol → HCID 12558195, compound

Temperature

0 °C

2-Bromo-2-methylpropionyl bromide (6.8 mL) was diluted with dichloromethane and added to a solution of triethylamine (7.7 mL) and benzyl alcohol (4.8 mL), while the mixture was cooled in an ice bath and while maintaining an argon atmosphere. The solution was stirred for one hour at 0° C. and then overnight at room temperature. Volatiles were evaporated and the residue was treated with diethylether. The formed salt was removed by filtration and the filtrate was washed with an HCl solution and with water. The ether solution was dried with MgSO4 and concentrated to yield a yellowish liquid. Silica column chromatography using a 2/1 hexane/ethyl acetate mixture as eluent gave a colourless transparent liquid. 1H NMR (400 MHz, CDCl3): δ 7.4 (5H), 5.3 (2H), 2.0 (6H).

1. temperaturewas cooled in an ice bath
2. temperaturewhile maintaining an argon atmosphere
3. customovernight
4. customat room temperature
5. customVolatiles were evaporated
6. additionthe residue was treated with diethylether
7. customThe formed salt was removed by filtration
8. washthe filtrate was washed with an HCl solution and with water
9. dry with materialThe ether solution was dried with MgSO4
10. concentrationconcentrated
11. customto yield a yellowish liquid
12. customgave a colourless transparent liquid

ORD record

ord-c3754ed8500e433997e70bc3c3458f65

Source dataset

uspto-grants-2004_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06803447B2