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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673504Generated: October 30, 2026

Aspirin → HCID 67342373, compound

https://huagongshe.com/reaction/1673504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAspirinHCID 2244—
ReactantOxalyl chlorideHCID 65578—
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl 3-amino-[1,1'-biphenyl]-4-carboxylateHCID 58508425—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 67342373HCID 67342373—

Reaction Steps

2.0 mL of methylene chloride, 3.9 μL of N,N-dimethylformamide and 0.094 mL of oxalyl chloride were added to 180 mg of 2-acetoxybenzoic acid at room temperature sequentially and stirred at the same temperature for 1 hour. The reaction mixture was added to a mixed solution of 81 mg of tert-butyl 2-amino-4-phenylbenzoate, 3.0 mL of methylene chloride and 0.67 mL triethylamine, and stirred at room temperature for 1 hour. A saturated sodium hydrogen carbonate aqueous solution was added to the reaction mixture, and the organic layer was separated, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [Flash Tube 2008 manufactured by Trikonex Company, eluent; hexane:ethyl acetate=4:1] to obtain tert-butyl 2-(2-acetoxybenzamido)-4-phenylbenzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-9cab3d0ec355427a8d1f7695b7eda16f
Source noteuspto-grants-2011_08