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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594225Generated: November 1, 2026

Water → HCID 69082460, compound

https://huagongshe.com/reaction/594225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantEthyl 3-iodobenzoateHCID 143542—
Reactant4-(Tri-n-butylstannyl)thiazoleHCID 2763258—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69082460HCID 69082460—

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of commercially available ethyl 3-iodobenzoate (650 mg; 2.35 mmol), 4-(tributylstannyl)thiazole (894 mg; 2.39 mmol), and PdCl2(PPh3)2 (165 mg; 0.23 mmol) in anh. THF (20 ml) was heated to 75° C., under nitrogen, for 17 h. Water and AcOEt were added. The separated aq. layer was further extracted with AcOEt. The mixed organic layers were washed with brine, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (heptane/AcOEt=1/1) afforded ethyl 3-(thiazol-4-yl)benzoate as a yellow oil. LC-MS (conditions A): tR=0.78 min.; [M+H]+: 233.94 g/mol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242970B2
Source datasetuspto-grants-2016_01
ORD IDord-0cccdddda3524e7292638b27b085e572
Source noteuspto-grants-2016_01