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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584006Generated: November 2, 2026

Tetrahydrofuran → N-[4-(4-Hydroxy-3-isopropyl-phenoxy)-3,5-dimethyl-phenyl]-malonamic acid methyl ester

https://huagongshe.com/reaction/584006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantMethylmalonylchlorideHCID 10931669—
Reactant4-(4-Amino-2,6-dimethyl-phenoxy)-2-isopropyl-phenolHCID 12114179—
ProductN-[4-(4-Hydroxy-3-isopropyl-phenoxy)-3,5-dimethyl-phenyl]-malonamic acid methyl esterHCID 12114180—

Reaction Steps

To a solution of 4-(4-amino-2,6-dimethyl-phenoxy)-2-isopropyl-phenol (39 mg, 0.14 mmol) in THF (2 mL) was added triethylamine (22 μL, 0.16 mmol) and methyl malonyl chloride (16 μL, 0.15 mmol). The resulting mixture was stirred at RT for 18 h. The solution was concentrated and the residue was purified by preparative TLC (2.5% MeOH in CH2Cl2) to give the title compound of Step D (31 mg). MS (APCl−) Calc.: 371.3. Found: 370.3 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924310B2
Source datasetuspto-grants-2005_08
ORD IDord-a8a1e7684f6f464bb4b4dda4923ceef8
Source noteuspto-grants-2005_08