Boron tribromide → 3-Bromo-5-hydroxybenzaldehyde

3-Bromo-5-methoxybenzaldehyde (1 g, 4.65 mmol) was dissolved in 20 mL dichloromethane. A solution of boron tribromide (1M in dichloromethane, 23 ml, 23 mmol) was added dropwise and the reaction was stirred at room temperature overnight. The mixture was diluted with ethyl acetate and washed with a solution of 4% sodium bicarbonate, water, brine and dried over sodium sulphate, filtered and evaporated under reduced pressure. A mixture of ethyl ether and diisopropyl ether was added and the precipitate was filtered to give 1.1 g (68% yield) of the title compound as an orange solid. Purity 99%.

1. washwashed with a solution of 4% sodium bicarbonate, water, brine
2. dry with materialdried over sodium sulphate
3. filtrationfiltered
4. customevaporated under reduced pressure
5. additionA mixture of ethyl ether and diisopropyl ether
6. additionwas added
7. filtrationthe precipitate was filtered

ORD record

ord-6b28c6205ad04aa5af3319a525ce111a

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09388189B2