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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698674Generated: October 27, 2026

N-bromobutanimide → 5-Bromo-3-ethoxy-2-hydroxybenzaldehyde

https://huagongshe.com/reaction/1698674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantO-EthylvanillinHCID 68117—
SolventAcetonitrileHCID 6342—
Product5-Bromo-3-ethoxy-2-hydroxybenzaldehydeHCID 79068133.6%

Reaction Steps

After adding 5.59 g of N-bromosuccinimide to a solution of 5.11 g of 3-ethoxy-2-hydroxybenzaldehyde in 100 ml of acetonitrile, the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated, water was added to the residue, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was recrystallized using t-butyl methyl ether-heptane to give 5-bromo-3-ethoxy-2-hydroxybenzaldehyde (2.53 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163787B2
Source datasetuspto-grants-2012_04
ORD IDord-d78422caa71d40a7b996701b4e26aa59
Source noteuspto-grants-2012_04