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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257466Generated: November 2, 2026

Sodium Carbonate → {4-[2-(Benzyloxy)phenyl]-1,3-thiazol-2-yl}methanol

https://huagongshe.com/reaction/1257466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2-(Benzyloxy)phenyl)boronic acidHCID 2773253—
Reactant(4-Bromo-1,3-thiazol-2-yl)methanolHCID 11041630—
SolventDimethoxyethane ethanolHCID 20074477—
Product{4-[2-(Benzyloxy)phenyl]-1,3-thiazol-2-yl}methanolHCID 5812796288%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixed solution of the compound (900 mg, 4.6 mmol) obtained in Example 30a, 2-benzyloxyphenylboronic acid (1.3 g, 5.6 mmol) and 2M aqueous sodium carbonate solution (2.8 mL, 5.6 mmol) in 1,2-dimethoxyethane-ethanol (v/v=3/1, 12 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (380 mg, 0.46 mmol), and the mixture was stirred at 90° C. overnight. The resulting salt was filtered and removed, and the solvent was evaporated under reduced pressure. The obtained crude product was purified by column chromatography (hexane-hexane/ethyl acetate=60/40) to give the title compound (1.2 g, 88%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-56a7a59b894a44d3bd71a45abb9efdcf
Source noteuspto-grants-2013_06