HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acrylate → Ethyl 3-bromo-4H-furo[3,2-b]pyrrole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acrylate | HCID 25188 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Acetic acid, azido-, ethyl ester | HCID 69480 | — |
| Reactant | 1-Hydroxyethyl radical | HCID 119440 | — |
| Reactant | 4-Bromo-2-furaldehyde | HCID 2757010 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Ethyl 3-bromo-4H-furo[3,2-b]pyrrole-5-carboxylate | HCID 59648581 | — |
Reaction Steps
4-Bromo-2-furaldehyde was annulated according to Procedure H (aldehyde and azido-acetic acid ethyl ester added as ethanol solution (1 M of ester) to −20° C. ethoxide solution; −20° C. 35 min, −5° C. 1.5 h, 5° C. 15 min; reaction poured into cold saturated aqueous NH4Cl; after ether extraction, acrylate organic phase washed with water until aqueous phase was neutral; 0.5 M solution of crude acrylate heated).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06576653B2 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-5b9f546e5c0d48e2892a1f0521a9f459 |
| Source note | uspto-grants-2003_06 |