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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365960Generated: October 26, 2026

Pyridine → 2-Pivaloyloxy-5-bromo-6-methylbenzoic acid

https://huagongshe.com/reaction/365960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTetrahydrofuranHCID 8028—
ReactantPivaloyl chlorideHCID 62493—
Reactant3-Bromo-6-hydroxy-2-methylbenzoic acidHCID 11053451—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-Pivaloyloxy-5-bromo-6-methylbenzoic acidHCID 23293234—

Reaction Steps

A mixture of 1B (6.45 g, 28 mmol), pivaloylchloride (3.62 g, 30 mmol), tetrahydrofuran (60 ml) and pyridine (2.45 ml) is stirred at room temperature for 16 hours. The reaction mixture is diluted with water and ethyl acetate. The organic phase is washed with water twice. The organic phase is concentrated in vacuo and the residue is re-crystallized from petrol ethers/diisopropylether (9:1 v/v) yielding the pure product as a white crystals, 6.3 g, (71.6%), mp. 144-145° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127570
Source datasetuspto-grants-2000_10
ORD IDord-32e49ff7cf8e465b838d4cd342ec1d7d
Source noteuspto-grants-2000_10