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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585929Generated: November 1, 2026

Triethylamine → HCID 53919960, compound

https://huagongshe.com/reaction/1585929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-cyano-3-hydroxybenzoateHCID 16641129—
SolventDichloromethaneHCID 6344—
ProductHCID 53919960HCID 53919960—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-cyano-3-hydroxybenzoic acid methyl ester, Example 34, Step 3 (2 g, 11.3 mmol) was dissolved in CH2Cl2 (57 ml) and cooled to 0° C. in an ice bath. The mixture was treated with Et3N (3 ml, 22.6 mmol) followed by the addition of Tf2O (1.9 ml, 11.3 mmol). The reaction mixture was warmed to room temp. and stirred for 4 hours. Saturated NaHCO3 (10 mL) was added and the mixture was extracted with EtOAc (2×10 mL). The organic layers were combined and dried (MgSO4), filtered, and concentrated. The residue was then purified by flash chromatography (15% EtOAc/Hexane) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05939439
Source datasetuspto-grants-1999_08
ORD IDord-b6e762e7e3d340298a21caffb40d4804
Source noteuspto-grants-1999_08