HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexane → HCID 66625415, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | Pivalophenone | HCID 70308 | — |
| Reactant | diethyl ((1-(triphenylmethyl)-1H-imidazol-4-yl)methyl)phosphonate | HCID 2763175 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66625415 | HCID 66625415 | — |
Reaction Steps
To a stirred suspension of (1-trityl-1H-imidazol-4-ylmethyl)-phosphonic acid diethyl ester (341 mg; CAS 473659-21-1) at r.t. in THF (7.5 ml) under an argon atmosphere was added potassium tert-butylate (83 mg). The mixture was then stirred at r.t. for 15 minutes, and 2,2-dimethylpropiophenone (0.1 ml) was added in one portion. The mixture (clear brown orange solution) was heated to 80° C. and stirring at that temperature was continued for 24 hours. The reaction mixture was directly adsorbed on silica gel. The product was isolated by chromatography (gradient: cyclohexane→cyclohexane/EtOAc 65:35) to give 4-(3,3-dimethyl-2-phenyl-but-1-enyl)-1-trityl-1H-imidazole (135 mg; not completely pure) as light yellow solid. MS (ISP): 243.2 ([Trt]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399463B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-ae2fb9c98d944f6480038a5322ffd056 |
| Source note | uspto-grants-2013_03 |