HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → Methyl 3-tert-butyldimethylsilyloxy-4-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 3-hydroxy-4-methoxybenzoate | HCID 4056967 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | Methyl 3-tert-butyldimethylsilyloxy-4-methoxybenzoate | HCID 11335452 | — |
Reaction Steps
A mixture of methyl 3-hydroxy-4-methoxybenzoate (120 mg, 0.66 mmol, prepared in Step 1, above), tert-butyldimethylsilyl chloride: (109 mg, 0.72 mmol), imidazole (98 mg, 1.24 mmol) and dimethylformamide (DMF, 2 ml) was stirred at room temperature over night. Extractive workup with hexane gave 90 mg of methyl 3-tert-butyldimethylsilyloxy-4-methoxybenzoate. NMR(δ): 0.18 (s, 3H), 1.00 (s, 9H),3.88 (s, 3H), 3.89 (s, 3 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06139781 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-cee61bfae30e4c20990e6e48348fcd99 |
| Source note | uspto-grants-2000_10 |