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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chlorobenzaldehyde | HCID 6996 | — |
| Reactant | diethyl ((1-(triphenylmethyl)-1H-imidazol-4-yl)methyl)phosphonate | HCID 2763175 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[2-(2-chloro-phenyl)-vinyl]-1-trityl-1H-imidazole | HCID 66625635 | 90.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399463B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-ee8790c8d34743bd985ae12767793829 |
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| Source note | uspto-grants-2013_03 |
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