HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Butynoic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-{[tert-Butyl(dimethyl)silyl]oxy}but-2-ynoic acid | HCID 22478445 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Butynoic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, ethyl ester | HCID 11447879 | — |
Reaction Steps
To a solution/suspension of 2.0 g of 4-(t-butyldimethylsilyloxy)-2-butynoic acid and 1.48 g Na2CO3 in 37 mL DMF under N2 was added slowly 1.58 mL Et2SO4. After stirring overnight, the reaction was diluted with EtOAc and washed several times with H2O. The organic extract was then washed with brine and dried over MgSO4. Filtration, evaporation and flash chromatography with a 5%-10% Et2O/hexanes gradient provided 1.58 g of pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05545651 |
| Source dataset | uspto-grants-1996_08 |
| ORD ID | ord-c31bfa1b817e478c976b93676f6b40ab |
| Source note | uspto-grants-1996_08 |