Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 11131622 | HCID 11131622 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54394968 | HCID 54394968 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858653B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-b81a24bff927406dad200f0232963b1e |
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| Source note | uspto-grants-2010_12 |
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