HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 2-(Benzyloxy)-9-hydroxy-6,7-dihydropyrido[1,2-a]indole-8-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | ethyl 5-(benzyloxy)-1-(4-ethoxy-4-oxobutyl)-1H-indole-2-carboxylate | HCID 67248905 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 2-(Benzyloxy)-9-hydroxy-6,7-dihydropyrido[1,2-a]indole-8-carboxylate | HCID 67249262 | 95.8% |
Reaction Steps
To a solution of ethyl 5-(benzyloxy)-1-(4-ethoxy-4-oxobutyl)-1H-indole-2-carboxylate (1 g, 2.442 mmol) in THF was added a 1 M solution of KOtBu in THF (3.17 mL, 3.17 mmol) at 0° C. The reaction mixture was stirred at that temperature for 2 h, poured into 1 N HCl aqueous solution, extracted with ethyl acetate. The combined organics were washed with water, dried over Na2SO4, and concentrated to give the title compound (850 mg) without further purification. LCMS m/z=364.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415484B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-f7aa8f13db5746c990011ff7399b7df6 |
| Source note | uspto-grants-2013_04 |