HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-Formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | (1R,2R)-2-bromo-2,3-dihydro-1H-inden-1-ol | HCID 820607 | — |
| Reactant | 3-Formyl-8-hydroxy-2-methylimidazo[1,2-a]pyridine | HCID 23294187 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | 3-Formyl-8-(2-(trans)-hydroxy-2,3-dihydro-1-indenyloxy)-2-methyl-imidazo[1,2-a]pyridine | HCID 22843825 | — |
Reaction Steps
39.7 ml of 10 N potassium hydroxide solution is added to 85.2 g (400 mmol) (trans)-2-bromo-1-indanol in 600 ml isopropyl alcohol dropwise at room temperature while stirring, and the mixture is stirred for a further 15 minutes at room temperature. The isopropyl alcohol is distilled off at 40° C./5-8 mbar, 350 ml methanol/water (4:1), 30.4 g potassium carbonate and 35.2 g (200 mmol) 3-formyl-8-hydroxy-2-methyl-imidazo[1,2-a]pyridine are added and the mixture is stirred for a further 10 hours at 40° C. and 8 hours at room temperature. The mixture is worked up analogously to Example 21 and the yield of the title compound m.p. 200°-202° C. is 47.2 g (76.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05112834 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-2a7021632c8944e998bee8d9bd1ff79d |
| Source note | uspto-grants-1992_05 |