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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46215Generated: October 29, 2026

Imidazole → HCID 67288341, compound

https://huagongshe.com/reaction/46215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantTriisopropylsilyl chlorideHCID 139400—
Reactant874357-17-2HCID 59869315—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 67288341HCID 6728834182%

Reaction Steps

To a solution of the (4-bromonaphthalen-2-yl)methanol in DMF (100 mL) was added imidazole (7.6 g, 112 mmol), DMAP (0.68 g, 5.6 mmol), and TIPSCl (18 mL, 84 mmol). The resulting solution was stirred at room temperature for 12 h, diluted with a saturated ammonium chloride and extracted with EtOAc. The organic layer was washed with water then brine, dried over anhydrous MgSO4, filtered and concentrated in vacuo. The crude residue was purified by column chromatography (3-10% EtOAc/hexanes) to yield the title compound (19.6 g, 82%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541380B2
Source datasetuspto-grants-2013_09
ORD IDord-759bdd0c66b74cba9c19a032cf997c93
Source noteuspto-grants-2013_09