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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036043Generated: October 25, 2026

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

https://huagongshe.com/reaction/2036043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromineHCID 24408—
Reactant2-Methoxy-6-methylbenzaldehydeHCID 640238—
CatalystIronHCID 23925—
SolventCarbon TetrachlorideHCID 5943—
Product3-Bromo-6-methoxy-2-methylbenzaldehydeHCID 1124166892.5%

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575161B2
Source datasetuspto-grants-2013_11
ORD IDord-a38af56571ea49bbb3b5c6589115ee21
Source noteuspto-grants-2013_11