HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 3-tert-butyl-4-hydroxybenzoate | HCID 13207060 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoate | HCID 18352492 | 79% |
Reaction Steps
According to example 183, 5.00 g of methyl-3-tert-butyl-4-hydroxybenzoate was silylated using 4.34 g of tert-butyldimethylsilyl chloride, 3.59 g of imidazole, and 70 mL of anhydrous DMF. The crude product was purified by flash chromatography on silica gel (9:1 hexane:EtOAc) to afford 6.1 g (79%) of methyl 3-tert-butyl-4-((tert-butyldimethylsilyl)oxy)benzoate as a clear liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06140100 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-0df66ba1a0f44097b4e91d1c71d4442e |
| Source note | uspto-grants-2000_10 |