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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 268698Generated: October 29, 2026

Potassium Carbonate → Tert-butyl-7-[2-(5-methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethoxy]chromane-3-carboxylic acid

https://huagongshe.com/reaction/268698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTert-butyl 7-hydroxychromane-3-carboxylateHCID 59832111—
Reactant2-(5-Methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethyl methanesulfonateHCID 86760740—
SolventDiethyl EtherHCID 3283—
SolventAcetonitrileHCID 6342—
ProductTert-butyl-7-[2-(5-methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethoxy]chromane-3-carboxylic acidHCID 69279798—

Reaction Steps

2-(5-methyl-2-thien-2-yl-1,3-oxazol-4-yl)ethyl methanesulfonate (947 mg, 3.3 mmol), tert-butyl 7-hydroxychromane-3-carboxylate (750 mg, 3 mmol) and potassium carbonate (1.24 g, 9 mmol) were mixed in CH3CN and refluxed under N2 atmosphere overnight. After the completion of the reaction (TLC), the reaction mixture was cooled to room temperature and diluted with 30 ml of diethyl ether and passed through a small pad of silica. Silica was washed with 100 ml of ether and the ether solution was evaporated to give the product which was purified by column chromatography on silica using ethyl acetate and hexanes as eluent (699 mg, 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446127B2
Source datasetuspto-grants-2008_11
ORD IDord-851904e3997046e49449dfc1c85d22fa
Source noteuspto-grants-2008_11