HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 1-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-5-hexene-2,3-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | 5-Hexene-1,2,3-triol | HCID 11297987 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Product | 1-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-5-hexene-2,3-diol | HCID 22070988 | 73% |
Reaction Steps
A 0° C. solution of 7.33 g of product from Example 273 in 120 ml of 5:1 dry methylene chloride/N,N-dimethylformamide is treated with 5.29 g of imidazole and 16.77 g of t-butyl diphenylsilyl chloride. The reaction mixture is warmed to room temperature and stirred vigorously for 16 hours, diluted with diethyl ether and filtered. The filtrate is concentrated and purified by chromatography (Silica Gel: 0-50% ethyl acetate/hexane) to give 15 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05623081 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-83eb285bcdd44d219a00e941226cdc5a |
| Source note | uspto-grants-1997_04 |