Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456020Generated: October 27, 2026

Water → HCID 58451400, compound

https://huagongshe.com/reaction/456020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant4-Fluoro-4'-hydroxybiphenylHCID 345420—
Reactant2-{[4-(Chloroacetyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl esterHCID 58451403—
CatalystTetrabutylammonium IodideHCID 67553—
SolventTolueneHCID 1140—
ProductHCID 58451400HCID 58451400—

Reaction Steps

2-{[4-(Chloroacetyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester (23.8 g) and 4′-fluorobiphenyl-4-ol (12.00 g) obtained in Example 1 were dissolved in toluene (650 mL), aqueous sodium hydroxide solution (1 mol/L, 71 mL), tetrabutylammonium iodide (2.62 g) and water (71 mL) were added, and the mixture was heated under reflux for 3 hr, and allowed to cool to perform partitioning. The organic layer was washed twice with 1 mol/L aqueous sodium hydroxide solution (300 mL) and twice with saturated aqueous sodium chloride solution (200 mL), and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was purified by column chromatography (Moritex Purif Pack SI 60 μm size 200 was used. elution solvent: hexane/ethyl acetate=95/5→70/30) to give the title compound as a pale-yellow oily substance (1.128 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497382B2
Source datasetuspto-grants-2013_07
ORD IDord-37688475c70d4f4bac864351f8340bda
Source noteuspto-grants-2013_07