HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 61375526, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | 4-(Chloromethyl)-2-methyl-1,3-thiazole | HCID 736341 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 61375526 | HCID 61375526 | 45.2% |
Reaction Steps
Dissolve 4-(chloromethyl)-2-methyl-thiazole (350 mg, 2.37 mmol) and azidotrimethylsilane (315 μL, 2.37 mmol) in anhydrous THF (1 mL) under nitrogen. Add a 1M solution of tetrabutylammonium fluoride (3.6 mL, 3.56 mmol) in THF and stir at ambient temperature overnight. Pour the reaction mixture into water (10 mL), extract with ethyl ether (3×2 mL), wash the organic extra with brine, dry over MgSO4, filter, and evaporate. Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1) to give the desired intermediate as a colorless oil (165 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022062B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-3302c3c219bf48c09f9e14957c21abb1 |
| Source note | uspto-grants-2011_09 |