HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydrobenzofuran-5-carboxaldehyde → 2-Azido-3-(2,3-dihydro-benzofuran-5-yl)-acrylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dihydrobenzofuran-5-carboxaldehyde | HCID 735901 | — |
| Reactant | Methyl 2-azidoacetate | HCID 4020482 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Azido-3-(2,3-dihydro-benzofuran-5-yl)-acrylic acid methyl ester | HCID 54543968 | 94.2% |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
To a cold (-10° C.) stirred solution of potassium tert-butoxide (6.06 g) in dry methanol (40 ml) was added dropwise a mixture of 2,3-dihydrobenzofuran-5-carboxaldehyde (2 g) and methyl azidoacetate (6.21 g). The mixture was stirred for 1 h at -10° C. and then stored at 0° C. for 18 h. The resulting pale yellow microcrystals were collected by filtration to give the title compound (3.12 g), m.p. 77°-80° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05633276 |
| Source dataset | uspto-grants-1997_05 |
| ORD ID | ord-d3d3361c405f4232a9008dac1542cd34 |
| Source note | uspto-grants-1997_05 |