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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946963Generated: November 1, 2026

2-Chlorobenzaldehyde → 4-[2-(2-chloro-phenyl)-vinyl]-1-trityl-1H-imidazole

https://huagongshe.com/reaction/1946963

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzaldehydeHCID 6996—
Reactantdiethyl ((1-(triphenylmethyl)-1H-imidazol-4-yl)methyl)phosphonateHCID 2763175—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product4-[2-(2-chloro-phenyl)-vinyl]-1-trityl-1H-imidazoleHCID 6662563590.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred suspension of (1-trityl-1H-imidazol-4-ylmethyl)-phosphonic acid diethyl ester (448 mg; CAS 473659-21-1) at r.t. in THF (7 ml) under an argon atmosphere were added potassium tert-butylate (109 mg) and 2-chlorobenzaldehyde (114 mg). The mixture (clear brown orange solution) was heated to 80° C. over night. The reaction mixture was cooled to r.t and concentrated. The crude product was purified by column chromatography (silica gel; gradient: cyclohexane→cyclohexane/EtOAc 3:2) to give 4-[2-(2-chloro-phenyl)-vinyl]-1-trityl-1H-imidazole (329 mg) as off-white solid. MS (ISP): 243.3 ([Trt]+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399463B2
Source datasetuspto-grants-2013_03
ORD IDord-ee8790c8d34743bd985ae12767793829
Source noteuspto-grants-2013_03