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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993847Generated: October 30, 2026

Toluene → HCID 66775633, compound

https://huagongshe.com/reaction/1993847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromobenzyl alcoholHCID 70119—
Reactant(2-(N-(tert-Butyl)sulfamoyl)-5-isobutylthiophen-3-yl)boronic acidHCID 11484000—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductHCID 66775633HCID 6677563376%

Reaction Steps

5-iso-Butyl-2-(N-tert-butylaminosulfonyl)thiophene-3-boronic acid (319.3 mg, 1.00 mmol, see Example 1(c) above), 4-bromobenzyl alcohol (374.1 mg, 2.00 mmol), toluene (20 mL), ethanol (4 mL), NaOH (1.0M, 4 mL, 4 mmol) and Pd(PPh3)4 (34 mg, 0.030 mmol) were mixed together under N2. The mixture was warmed to reflux for 2 hours and was then diluted with EtOAc (50 mL), washed with water and brine and dried over MgSO4. The solvent was removed and the residue was separated by column chromatography using CHCl3:MeOH (40:1) as eluent to give 289 mg of the sub-title compound (yield: 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652054B2
Source datasetuspto-grants-2010_01
ORD IDord-18c76b5f8e5b400a9e1c9fff0b91d2fc
Source noteuspto-grants-2010_01