Hydrogen Bromide → 4-(2-Bromoethyl)phenol

Temperature

20 °C

500 g 2-(4-hydroxyphenyl) ethanol was placed in a 5 L round bottom flask, to which 2960 g of 48% aq. HBr was added with stirring. The reaction mixture was placed in a bath at 75° C. After 2.5 h agitation 5 g of A11 seed crystals was added. The reaction mixture was stirred at this temperature for another 24 h. The reaction mixture was slowly cooled to 20° C. The precipitate was isolated by filtration and washed with 10% aq. sodium bicarbonate solution to give 700 g (96% yield) of the title product. 1H NMR (CDCl3); δ 3.10 (2H, t, J=7.8 Hz), 3.53 (2H, t, J=7.5 Hz), 6.80 (2H, d, J=8.4 Hz), 7.09 (2H, d, J=8.4 Hz).

1. additionwas added
2. customThe reaction mixture was placed in a bath at 75° C
3. additionAfter 2.5 h agitation 5 g of A11 seed crystals was added
4. stirringThe reaction mixture was stirred at this temperature for another 24 h
5. customThe precipitate was isolated by filtration
6. washwashed with 10% aq. sodium bicarbonate solution

ORD record

ord-b92455ba2ac847e388acd1e2777ed47a

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07985879B2