HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4,5-Dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Ethyl imidazo[1,2-a]quinoxaline-2-carboxylate | HCID 13228325 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,5-Dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol | HCID 13770478 | 70.7% |
Reaction Steps
2.8 g of lithium borohydride were added to a solution of 10 g of ethyl imidazo-[1,2-a]-quinoxaline-2-carboxylate of Step B in 230 ml of anhydrous tetrahydrofuran and the mixture was stirred at reflux for 18 hours. The resulting yellow suspension was poured into dilute hydrochloric acid to react with the boron complex and the mixture was made alkaline with sodium carbonate addition. The mixture was extracted with ethyl acetate and the organic phase was evaporated to dryness to obtain 5.9 g of 4,5-dihydro-imidazo-[1,2-a]-quinoxaline-2-methanol in the form of a buff crystalline solid melting at 172°-174° C. after crystallization from ethyl acetate to obtain a white crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04474784 |
| Source dataset | uspto-grants-1984_10 |
| ORD ID | ord-627a8594a408494ea17a6c7124006b45 |
| Source note | uspto-grants-1984_10 |