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-cc294752030e42309020e2ebf11e0a9f

Source dataset

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07507841B2