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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234237Generated: October 31, 2026

Hexamethylenetetramine → 2-oxo-2H-chromene-6-carbaldehyde

https://huagongshe.com/reaction/2234237

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylenetetramineHCID 4101—
ReactantTrifluoroacetic acidHCID 6422—
Reactant3-Benzyl-4-methylumbelliferoneHCID 5338538—
Product2-oxo-2H-chromene-6-carbaldehydeHCID 2735831—
Product2-oxo-2H-chromene-8-carbaldehydeHCID 22218393—

Reaction Steps

2-Oxo-3-benzyl-4-methyl-7-hydroxyl-2H-1-benzopyrane (512 mg, Example 1) and HMTA (140 mg) are mixed in TFA (5 mL). The reaction mixture is heated at reflux overnight. The solvent is removed under reduced pressure. The residue is purified over silica gel column (Hexanes:EtOAc, 85:15) to afford the desired 8-formyl coumarin (107 mg) and 6-formyl coumarin derivative (35 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709664B2
Source datasetuspto-grants-2010_05
ORD IDord-dc7548ccdd6b413f93b0bdfbd2057671
Source noteuspto-grants-2010_05