HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 2-[(tert-butyldimethylsilyloxy)methyl]benzylalcohol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 1,2-Benzenedimethanol | HCID 69153 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-[(tert-butyldimethylsilyloxy)methyl]benzylalcohol | HCID 10848445 | 41.9% |
Reaction Steps
To a solution of 1,2-benzenedimethanol (2 g) and imidazole (1.13 g) in N,N-dimethylformamide (30 mL) was added tert -butyldimethylchlorosilane (2.08 g), and the mixture was stirred at room temperature for 3 days. The reaction mixture was diluted with ethyl acetate, and the resulting mixture was washed with 1 mol/L hydrochloric acid, water and brine successively, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane−n-hexane/ethyl acetate=3/2) to give the title compound (1.46 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040693B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-42fc0e5b916744c58986e36b2fa15a33 |
| Source note | uspto-grants-2015_05 |