HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67305706, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl propiolate | HCID 13536 | — |
| Reactant | HCID 86671435 | HCID 86671435 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67305706 | HCID 67305706 | — |
Reaction Steps
To a solution of 1-amino-4-((tert-butyldimethylsilyloxy)methyl)pyridinium 2,4-dinitrophenolate Y-4 (13.4 g, 31.6 mmol) in DMF (60 mL) were added methyl propiolate (2.7 g, 31.6 mmol) and K2CO3 (6.5 g, 47.4 mmol). The reaction was stirred at room temperature for 24 h, then treated with water. The resulting mixture was extracted with ethyl acetate (100 ml×3), the combined organic layers were washed with water, brine and dried over Na2SO4, then concentrated in vacuo, the residue was purified by silica gel chromatography to afford the title compound (2.9 g). MS (m/z): 321 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987269B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-5570bc3ad97547ab89fe31e0b005c947 |
| Source note | uspto-grants-2015_03 |