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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233328Generated: October 31, 2026

Formaldehyde → 3-Bromo-2-hydroxybenzaldehyde

https://huagongshe.com/reaction/2233328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-BromophenolHCID 7244—
ReactantTriethylamineHCID 8471—
ReactantMagnesium ChlorideHCID 5360315—
SolventHydrochloric AcidHCID 313—
SolventAcetonitrileHCID 6342—
Product3-Bromo-2-hydroxybenzaldehydeHCID 1091055514,311.8%

Reaction Steps

To a solution of 2-bromophenol (3.17 g, 18.3 mmol) in acetonitrile (85 mL) was added magnesium chloride (2.62 g, 27.5 mmol), paraformaldehyde (3.7 g, 0.13 mmol) and Et3N (6.4 ml, 46 mmol). The reaction was heated at reflux for 3 h, allowed to cool, diluted with 1 N HCl (100 mL, and extracted with ethyl acetate. The organic layer was washed with aqueous sodium chloride, dried (MgSO4), and concentrated to afford the title compound (3.74 g, 100%): MS (ES) m/e 202.1 (M+H)+. This was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709496B2
Source datasetuspto-grants-2010_05
ORD IDord-79a40ca60e954ae3943aff30fb7daefd
Source noteuspto-grants-2010_05