HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Methyl 2-(4-tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl (4-hydroxymethyl-2-propylphenoxy)-2-phenylacetate | HCID 19802778 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-(4-tert-butyldimethylsilyloxymethyl-2-propylphenoxy)-2-phenylacetate | HCID 19385617 | 61.4% |
Reaction Steps
To a solution of 2.34 g (7.45 mmol) of the product of Step J in DMF (30 mL) were added imidazole (609 mg, 8.94 mmol) and tertbutyldimethyl-chlorosilane (1.35 g, 8.94 mmol) at 0° C. The solution was stirred at room temperature for 18 hours, and was then poured into 100 mL of ethyl acetate and washed with H2O (2×). The water layer was extracted with ethyl acetate (2×). The combined organic layer was washed with H2O (3×) and brine, and was dried over anhydrous MgSO4. After concentration the mixture was purified by flash chromatography (hexane: EtOAc=10:1) to give 1.96 g of the title compound as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05374638 |
| Source dataset | uspto-grants-1994_12 |
| ORD ID | ord-0f1070698df14a9ebed76439f4200f2c |
| Source note | uspto-grants-1994_12 |