HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 4-(t-butyldimethylsilyloxy)-3-(2-propen-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Methyl 3-allyl-4-hydroxybenzoate | HCID 939882 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-(t-butyldimethylsilyloxy)-3-(2-propen-1-yl)benzoate | HCID 19385705 | — |
Reaction Steps
To a solution of 5.168 g (26.9 mmol) of the product of Step B in 50 mL of dichloromethane was added 4.40 mL (2.95 mmol) of triethylamine, 4.46 g (2.95 mmol) of tert-butyldimethylchlorosilane, 0.100 g of 4-dimethylaminopyridine, and the reaction mixture was stirred at room temperature for 2 hours. The mixture was then diluted with 50 mL dichloromethane, washed with 100 mL 1N hydrochloric acid, dried (MgSO4), filtered and evaporated. The residual oil (7.993 g, 97%) was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05374638 |
| Source dataset | uspto-grants-1994_12 |
| ORD ID | ord-a3eb5df2ed8240deb0a799de39aa5c25 |
| Source note | uspto-grants-1994_12 |