HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 86597289, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 86597290 | HCID 86597290 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86597289 | HCID 86597289 | 93.2% |
Reaction Steps
4.46 g of imidazole and 9.66 g of tert-butyldimethylsilyl chloride are added in succession at 0° C. to a solution of 12.49 g of alcohol 5 in 160 ml of N,N-dimethylformamide and stirred at room temperature until the reaction is completed. For working-up, the aqueous phase is mixed with water and extracted several times with diethyl ether. The combined organic phases are washed with water and saturated sodium chloride solution, dried on magnesium sulfate and concentrated by evaporation. The residue is purified by column chromatography (cyclohexane/ethyl acetate) and yields 14.36 g of silyl ether 6 as a yellow, viscous mass (GC-MS: m/z theor.: 602, pract.: 602).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375098B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-32e7b1266b5041ec8e56351e3c1e1ce7 |
| Source note | uspto-grants-2008_05 |