HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Methyl {[tert-butyl(dimethyl)silyl]oxy}(4-methoxyphenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 2-hydroxy-2-(4-methoxyphenyl)acetate | HCID 523496 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl {[tert-butyl(dimethyl)silyl]oxy}(4-methoxyphenyl)acetate | HCID 86623126 | 97.3% |
Reaction Steps
TBDMSCl (1.5 g, 9.94 mmol) and imidazole (1.0 g, 14.6 mmol) were added to a solution of methyl hydroxy-(4-methoxyphenyl)acetate (Teodozyj Kolasa et al., J. Org. Chem., 1987, 22, 4978-4984) (1.3 g, 6.62 mmol) in DMF (8 mL) and the mixture was stirred at r.t. for 2 h. Water was added and the mixture was extracted with diethyl ether. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated to give the title compound (2.0 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829707B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-8c065bb14b334bd5901077221dadb90f |
| Source note | uspto-grants-2010_11 |