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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557929Generated: October 30, 2026

Coumarin → HCID 3309019, compound

https://huagongshe.com/reaction/557929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCoumarinHCID 323—
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
SolventDichloromethaneHCID 6344—
ProductHCID 3309019HCID 330901970.9%

Reaction Steps

N-Benzyl-N-methoxymethyl-N-(trimethylsilyl)methylamine (1.54 mL, 0.00600 mol) in methylene chloride (0.50 mL) was added to a mixture of coumarin (0.731 g, 0.00500 mol) and of trifluoroacetic acid in DCM (1M, 10 mL) at rt. The resulting mixture was stirred at rt for 1 h and was then washed with NaHCO3 (2 mL) and brine (2 mL) successively. The organic phase was dried (over Na2SO4), filtered, and concentrated. The residue was purified by CombiFlash (ethyl acetate/hexane 20%) to give the desired product (0.99 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058288B2
Source datasetuspto-grants-2011_11
ORD IDord-9c0a975b7f4b4722935e595995d17489
Source noteuspto-grants-2011_11