Benzamide → 4-(Chloromethyl)-2-phenyl-1,3-oxazole

Temperature

130 °C

A 50 mL round bottomed flask equipped with a condenser was charged with benzamide (a compound of formula (b), 363.4 mg, 3.0 mmol) and 1,3-dichloroacetone (457.1 mg, 3.6 mmol, 1.2 equiv.). This mixture was heated at 130° C. for 1 hour under a nitrogen atmosphere. After cooling to room temperature, the resulting mixture was purified by recrystallization from acetonitrile (6 mL). The suspension was heated under reflux reaction condition for 5 minutes and cooled down to ambient temperature. The resulting solid was filtered through a glass filter, and the crystals on the filter were washed with acetonitrile (2 mL). The desired product, 4-(chloromethyl)-2-phenyl-1,3-oxazole, was obtained as a colorless powder.

1. customA 50 mL round bottomed flask equipped with a condenser
2. temperatureAfter cooling to room temperature
3. customthe resulting mixture was purified by recrystallization from acetonitrile (6 mL)
4. temperatureThe suspension was heated
5. temperatureunder reflux
6. customreaction condition for 5 minutes
7. temperaturecooled down to ambient temperature
8. filtrationThe resulting solid was filtered through a glass
9. filtrationfilter
10. washthe crystals on the filter were washed with acetonitrile (2 mL)

ORD record

ord-715ee3637e534fe79c129a80b6235db1

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08158810B2