HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Ethyl-1-pentyn-3-ol → HCID 19851544, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Ethyl-1-pentyn-3-ol | HCID 22698 | — |
| Reactant | 7-chloro-4,5-dihydro-3-iodo-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one | HCID 19830659 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Diethylamine | HCID 8021 | — |
| Product | HCID 19851544 | HCID 19851544 | — |
Reaction Steps
3.73 g (10 mmol) of 7-chloro-4,5-dihydro-3-iodo-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one was heated to boiling under reflux for 2 hours with 1.40 g (12.5 mmol) of 3-ethyl-1-pentyn-3-ol, 70 mg of bis-(triphenylphosphine)-palladium(II) dichloride and 10 mg of copper(I) iodide in 30 ml of diethylamine. The reaction mixture was evaporated and the residue was chromatographed on silica gel while eluting with ethyl acetate. After recrystallization from ethyl acetate there was obtained 7-chloro-3-(3-ethyl-3-hydroxy-1-pentynyl)-4,5-dihydro-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one of melting point 186°-188°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04863920 |
| Source dataset | uspto-grants-1989_09 |
| ORD ID | ord-2716865d2b544e40b098538bfcbf67b3 |
| Source note | uspto-grants-1989_09 |