HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-Benzhydryl-3-(tert-butyldiphenylsilyloxy)azetidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | 1-(Diphenylmethyl)azetidin-3-ol | HCID 330448 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Benzhydryl-3-(tert-butyldiphenylsilyloxy)azetidine | HCID 17842412 | — |
Reaction Steps
A stirred solution of 1-Benzhydrylazetan-3-ol (2.0 g, 8.4 mmol) in DMF (20 ml) at 0° C. is treated with imidazole (0.57 g, 8.4 mmol) and t-butylchlorodiphenyl silane (2.31 g, 8.4 mmol). The reaction mixture is allowed to warm up to room temperature and stirred overnight. The mixture is poured into water (250 ml) and extracted with EtOAc (3×100 ml). The combined organic extracts are washed with water (2×100 ml), brine (100 ml) and dried over MgSO4. The solvent is removed in vacuo to yield the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687637B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-978c12a83afb4b039bba03ffc6d4244a |
| Source note | uspto-grants-2010_03 |