Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266778Generated: November 2, 2026

Triethylamine → HCID 54394968, compound

https://huagongshe.com/reaction/2266778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 11131622HCID 11131622—
SolventTolueneHCID 1140—
ProductHCID 54394968HCID 54394968—

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of (1-trityl-1H-imidazol-2-yl)-methanol (9.92 g; CAS 102152-03-4) in toluene (160 ml) was cooled under an argon atmosphere to 0° C. and treated with triethylamine (8.1 ml). Then, thionylchloride (2.96 ml) was added dropwise. The reaction mixture was stirred for 1 hour at 0° C., then treated with 500 ml ice-cold H2O. The mixture was extracted with EtOAc. The organic layer was washed with H2O, dried over MgSO4 and concentrated. The crude product was purified by column chromatography (silica gel; eluent: CH2Cl2/methanol 95:5) to give 2-chloromethyl-1-trityl-1H-imidazole (2.73 g) as off-white solid. MS 359.0 ([M+H]+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858653B2
Source datasetuspto-grants-2010_12
ORD IDord-b81a24bff927406dad200f0232963b1e
Source noteuspto-grants-2010_12