HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662529Generated: October 26, 2026
Imidazole → Methyl 4-((((1,1-dimethylethyl)(dimethyl)silyl)oxy)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-2-carboxylate
https://huagongshe.com/reaction/1662529
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 2'-fluoro-4-(hydroxymethyl)-5'-(methyloxy)-1,1'-biphenyl-2-carboxylate | HCID 57705645 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-((((1,1-dimethylethyl)(dimethyl)silyl)oxy)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-2-carboxylate | HCID 57706632 | 96% |
Reaction Steps
A 50 mL round bottom flask was charged with 66.13E (1.19 g, 4.1 mmol), tert-butyldimethylchlorosilane (commercially available from Aldrich) (0.68 g, 4.5 mmol), DMF (4 mL), and imidazole (0.70 g, 10 mmol). The mixture was stirred overnight at 25° C. and then diluted with hexanes. The organic phase was washed with 1 N HCl, water, and brine, dried (MgSO4), and concentrated to afford 83.18A (1.6 g, 96% yield) as a colorless oil. The product thus obtained was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08030354B2 |
|---|
| Source dataset | uspto-grants-2011_10 |
|---|
| ORD ID | ord-462eab21371249bba6f0a7f5f5e7bcfa |
|---|
| Source note | uspto-grants-2011_10 |
|---|