Hydrogen Peroxide → 3-(4-Bromophenoxy)-2-methylpropane-1,2-diol

A mixture of β-methallyl alcohol (10 g, 139 mmol) and sodium tungstate dihydrate (92 mg, 0.28 mmol) was stirred at room temperature, and a 35% hydrogen peroxide solution (17.3 g, 153 mmol) was added thereto dropwise over a period of 5 minutes. The mixture was heated to 40° C. and stirred for 7 hours. Potassium carbonate (9.6 g, 69 mmol) and 4-bromophenol (7.9 g, 46 mmol) were added to a half amount of the resulting reaction mixture (70 mmol, based on β-methallyl alcohol), followed by stirring at 60° C. for 2.5 hours. After adding toluene (30 ml), the mixture was heated, washed with water at a temperature about 60° C., and then cooled with ice. The precipitated crystals were collected by filtration, washed with toluene (5 ml), and then dried under reduced pressure, obtaining 9.8 g of 3-(4-bromophenoxy)-2-methylpropane-1,2-diol (yield: 82% (based on 4-bromophenol)).

1. temperatureThe mixture was heated to 40° C.
2. stirringstirred for 7 hours
3. stirringby stirring at 60° C. for 2.5 hours
4. temperaturethe mixture was heated
5. washwashed with water at a temperature about 60° C.
6. temperaturecooled with ice
7. filtrationThe precipitated crystals were collected by filtration
8. washwashed with toluene (5 ml)
9. customdried under reduced pressure

ORD-Eintrag

ord-4ea46972311f47e3aa328c51b872f2ca

Quelldatensatz

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08598358B2