HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 57260263, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Benzyl N-(3-hydroxypropyl)carbamate | HCID 562256 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57260263 | HCID 57260263 | 98.7% |
Reaction Steps
Benzyl 3-hydroxypropylcarbamate (15 g, 72 mmol) was treated with imidazole (10 g, 146.9 mmol) and TBSCl (12 g, 79.6 mmol) in DMF (10 ml) at 0° C. After warming up the reaction mixture to room temperature, it was stirred for 30 minutes. The resulting solution was quenched with water (50 ml), and then extracted with diethyl ether (50 ml×2) twice. After evaporation of volatile material under reduced pressure, the residue was purified with silica gel column chromatography (EtOAc:Hx=1:10) to afford title compound (23 g, 98%) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895558B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-df6f156413d74ef5af98b71d72c4e7c0 |
| Source note | uspto-grants-2014_11 |