HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → (3-Benzyloxy-cyclobutylmethoxy)-tert-butyl-dimethylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (3-(Benzyloxy)cyclobutyl)methanol | HCID 15221213 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3-Benzyloxy-cyclobutylmethoxy)-tert-butyl-dimethylsilane | HCID 66780081 | 96.2% |
Reaction Steps
(3-Benzyloxy-cyclobutyl)-methanol (1.46 g) in N,N-dimethylformamide was treated at 0° C. with imidazole (1.55 g) and tert-butyldimethylsilyl chloride (1.37 g) and allowed to warm to room temperature over 16 hours. The reaction mixture was extracted with ethyl acetate, the organic extracts were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate in cyclohexane (0 to 1:9 by volume) to give the title compound (2.24 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598154B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-86a24abc55c04ed29763a1262c536027 |
| Source note | uspto-grants-2013_12 |