HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 178455454, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 178520956 | HCID 178520956 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178455454 | HCID 178455454 | 45% |
Reaction Steps
To a solution of trans-(4-hydroxymethyl-cyclohexyl)-methanol (50 g, 347 mmol) in DMF (700 mL) at rt was added sequentially imidazole (47.2 g, 693 mmol) and TBDMSCl (44.3 g, 294 mmol). The mixture was poured into water and the product extracted with ether. The combined organic extracts were dried over MgSO4 and concentrated under reduced pressure. Chromatography over SiO2 (Hex/EA 4:1, 2:1) gave the desired mono-protected compound as a colourless oil (40.1 g, 45% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888359B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-376e3925d9af498f8d857ffda9b97362 |
| Source note | uspto-grants-2011_02 |