Diiodomethane → 2-(4-Bromophenyl)-2-methyloxirane

Temperature

0 °C

2-(4-Bromo-phenyl)-2-methyl-oxirane was synthesized according to the scheme shown in FIG. 5. 4′-Bromoacetophenone (0.60 g, 3 mmol) and diiodomethane (1.6 g, 6 mmol) were dissolved in 12 mL dry THF. Methyllithium (5.6 mL, 1.6M in ether) was added via syringe in 10 min at 0° C. The resulting clear yellow solution was stirred at 0° C. for 30 min and was then warmed up to room temperature. After stirring at room temperature for 1 hour, the reaction mixture was quenched with ice. The resulting mixture was extracted with EtOAc, washed with brine and dried over Na2SO4. After removing the solvent, fairly pure product (0.62 g) was obtained as yellow solid, which was directly used for next step without further purification. ESI MS m/z 213, 215 (M+H).

1. temperaturewas then warmed up to room temperature
2. stirringAfter stirring at room temperature for 1 hour
3. customthe reaction mixture was quenched with ice
4. extractionThe resulting mixture was extracted with EtOAc
5. washwashed with brine
6. dry with materialdried over Na2SO4
7. customAfter removing the solvent

ORD record

ord-3e2f400350214839afea35a55e0e4668

Source dataset

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07666864B2