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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715394Generated: November 2, 2026

Imidazole → HCID 58007486, compound

https://huagongshe.com/reaction/1715394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant(5-Bromo-2-chlorophenyl)methanolHCID 5074766—
SolventDimethylformamideHCID 6228—
ProductHCID 58007486HCID 5800748696.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

TBDMS-Cl (10.6 g, 66.7 mmol) was added to a sol. of (5-bromo-2-chloro-phenyl)-methanol (12.8 g, 55.6 mmol) and imidazole (9.42 g, 138 mmol) in DMF (190 mL) at 0° C. The mixture was stirred for 2 h at 0° C., and aq. sat. NH4Cl was added. The mixture was extracted with heptane (2×). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane→EtOAc/heptane 1:49) yielded the title compound (18.0 g, 96%). LC-MS: tR=1.22 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799805B2
Source datasetuspto-grants-2010_09
ORD IDord-faa008fba604444ebfa1df5b66f11184
Source noteuspto-grants-2010_09