Water → 3-Bromo-6-methoxy-2-methylbenzaldehyde

2-Methoxy-6-methylbenzaldehyde (7.32 g, 0.049 mol) in carbon tetrachloride (183 ml) was cooled to −10° C., and iron powder (150 mg, 0.002 mol) was added to it. Bromine (3.0 ml, 0.058 mol) was added over a period of 10 minutes. The mixture was stirred for 1 hour and then poured into water (225 ml). The organic layer was washed with sodium thiosulfate solution (2×50 ml), water (50 ml) and brine solution (50 ml). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to give 3-Bromo-6-methoxy-2-methyl-benzaldehyde (10.32 g, 92.5%).

1. washThe organic layer was washed with sodium thiosulfate solution (2×50 ml), water (50 ml) and brine solution (50 ml)
2. dry with materialThe organic layer was dried over sodium sulfate
3. concentrationconcentrated under reduced pressure

ORD record

ord-a38af56571ea49bbb3b5c6589115ee21

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08575161B2