Triphenylphosphine → Benzene, 1-bromo-4-(3-bromo-2-methyl-1-propen-1-yl)-

To an acetonitrile solution (180 mL) of triphenylphosphine (24.3 g, 92.7 mmol) was added dropwise bromine (4.78 mL, 185 mmol) at 0° C. and the mixture was stirred at the same temperature for 30 minutes. To the solution was added the acetonitrile solution (60 mL) of 3-(4-bromophenyl)-2-methyl-2-propen-1-ol obtained in Reference Example 106 (20.1 g, 88.3 mmol) and the mixture was stirred at 0° C. for 1 hour. The reaction solution was concentrated under reduced pressure, diethyl ether (200 mL) was added to the residue, and the insolubles were filtered off. The solution was washed with a saturated brine, dried over sodium sulfate, and then concentrated under reduced pressure to obtain 25.0 g (yield 98%) of the title compound as an oily matter.

1. stirringthe mixture was stirred at 0° C. for 1 hour
2. concentrationThe reaction solution was concentrated under reduced pressure, diethyl ether (200 mL)
3. additionwas added to the residue
4. filtrationthe insolubles were filtered off
5. washThe solution was washed with a saturated brine
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-17daa7386f1c4f418cebac2e1186f3e3

Source dataset

uspto-grants-2008_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07465815B2