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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409924Generated: October 30, 2026

Benzoyl chloride → Methyl 2-phenyl-benzoxazole-6-carboxylate

https://huagongshe.com/reaction/409924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantBenzoic acid, 4-amino-3-hydroxy-, methyl esterHCID 7020619—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 2-phenyl-benzoxazole-6-carboxylateHCID 1058696585.6%

Reaction Conditions

Temperature210 °C

Reaction Steps

A mixture of methyl 4-amino-3-hydroxy-benzoate 25a (0.3 g, 1.8 mmol) and benzoyl chloride 25b (0.23 mL, 2.0 mmol) in dioxane (2.5 mL) was heated at 210° C. under microwave for 15 min. The reaction mixture was diluted with CH2Cl2 and washed with aq. NaHCO3. The organic solution was dried over Na2SO4, concentrated and purified by flash column chromatography (silica gel, 20% EtOAc/heptane) to give 25c (0.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759533B2
Source datasetuspto-grants-2014_06
ORD IDord-587702ed850f48d095c6c1f8c42e9670
Source noteuspto-grants-2014_06