HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 57927228, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 10773837 | HCID 10773837 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57927228 | HCID 57927228 | 97.5% |
Reaction Steps
After dissolving (S)-3-benzyloxy-2-fluoropropan-1-ol (CAS 197389-28-9) (6.00 g) and imidazole (2.44 g) in N,N-dimethylformamide (60 ml), the mixture was cooled on ice. Next, tert-butyldimethylchlorosilane (5.57 g) was added and the mixture was stirred at room temperature for 16 hours. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was washed with water, a saturated aqueous solution of ammonium chloride, water and brine in that order and then dried over anhydrous magnesium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography. The title compound (9.48 g) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252810B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-1ca58a0325e04f6db274bbc63f06a629 |
| Source note | uspto-grants-2012_08 |