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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1795443Generated: October 27, 2026

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

https://huagongshe.com/reaction/1795443

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 numberUS07026491B2
Source datasetuspto-grants-2006_04
ORD IDord-d2dea59c601545ffa822fb0ffecf1a52
Source noteuspto-grants-2006_04