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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179585Generated: October 31, 2026

Hydrochloric Acid → 3-Bromo-2-hydroxybenzaldehyde

https://huagongshe.com/reaction/2179585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantFormaldehydeHCID 712—
Reactant2-BromophenolHCID 7244—
ReactantTriethylamineHCID 8471—
ReactantMagnesium ChlorideHCID 5360315—
SolventAcetonitrileHCID 6342—
Product3-Bromo-2-hydroxybenzaldehydeHCID 10910555—

Reaction Conditions

Temperature0 °C

Reaction Steps

20.0 g (115.6 mmol) of 2-bromophenol are introduced into 500 ml of dry acetonitrile. 16.84 g (176.87 mmol) of dry magnesium chloride, 23.4 g of paraformaldehyde granules and 41.9 ml (300.6 mmol) of triethylamine are added. The reaction mixture is heated under reflux for 4 h and, after cooling to 0° C., 300 ml of 2N hydrochloric acid are added. The aqueous phase is extracted three times with 200 ml of diethyl ether each time. The organic phase is dried over magnesium sulphate, and the solvent is removed in vacuo. 24 g (64% of theory, 62% pure according to HPLC) of the title compound are isolated and reacted further without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067931B2
Source datasetuspto-grants-2015_06
ORD IDord-7e0b32800e8f473bb5120174b074db37
Source noteuspto-grants-2015_06