HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 4-tert-butyldimethylsilyloxy-3,5-di(2-propen-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 3,5-Diallyl-4-hydroxybenzoic acid methyl ester | HCID 19385619 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-tert-butyldimethylsilyloxy-3,5-di(2-propen-1-yl)benzoate | HCID 19385712 | 97.2% |
Reaction Steps
The product of Step B (3.1 g, 13.36 mmol) was treated with tert-butyldimethylsilyl chloride (2.22 g, 1.1 equiv), triethylamine (3 mL) and DMAP (0.1 equiv) in dichloromethane overnight. The mixture was concentrated and flash chromatographed with 5% and then 10% ethyl acetate in hexane to furnish 4.5 g (97%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05246944 |
| Source dataset | uspto-grants-1993_09 |
| ORD ID | ord-41017e4fa30246a4918c64d6a34e9480 |
| Source note | uspto-grants-1993_09 |