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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644839Generated: October 29, 2026

Toluene → HCID 66775633, compound

https://huagongshe.com/reaction/1644839

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 numberUS08124638B2
Source datasetuspto-grants-2012_02
ORD IDord-bc8392690f4f4b0d87f697d139073b76
Source noteuspto-grants-2012_02