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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430774Generated: November 2, 2026

Dimethylformamide → HCID 16124726, compound

https://huagongshe.com/reaction/1430774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl 3-amino-4-hydroxybenzoateHCID 10815—
ReactantOxalyl chlorideHCID 65578—
ReactantPMID26882240-Compound-8HCID 625381—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
ProductHCID 16124726HCID 1612472684.1%

Reaction Steps

4-Adamantan-1-yl-phenoxy acetic acid (143.2 mg, 0.5 mmol) was dissolved in 5 ml of THF and oxalyl chloride (178.5 mg, 0.11 ml, 1.5 mmol), to which DMF was added. After reacting the mixture at room temperature for 1 hour, 3-amino-4-hydroxy-benzoic acid methyl ester (125.4 mg, 0.75 mmol) and pyridine (0.05 ml) were added thereto. The reaction mixture was reacted at room temperature. Upon completion of the reaction, the reaction mixture was extracted with ethylacetate and NaCl solution, thereafter the organic layer was dried over anhydrous MgSO4, and concentrated. The residue was purified by silicagel column chromatography (N-Hexane: EtOAc:MeOH=6:3:1) to give the target compound as a white solid (183.2 mg, yield: 84.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940936B2
Source datasetuspto-grants-2015_01
ORD IDord-87b65933e07c4629bb7cddb11737a229
Source noteuspto-grants-2015_01