HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbazole → HCID 68283147, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbazole | HCID 6854 | — |
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Catalyst | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68283147 | HCID 68283147 | 80.2% |
Reaction Steps
To a stirred solution of carbazole (20.0 gm, 0.119 moles) in dry chloroform (300 ml) at 0° C., D-10 camphor sulphonic acid (5% W/W, 1.0 gm) was added followed by a solution of 3,4-dihydro 2H-pyran (0.149 moles, 13.6 ml) in dry chloroform (50 ml) dropwise over a period of 30 min. The reaction mixture was gradually warmed to room temperature and stirred at the same temperature for 2 hours. The reaction mixture was diluted with chloroform (400 ml) and washed with a solution of saturated NaHCO3 (150 ml), followed by water (150 ml), dried over Na2SO4 and concentrated to give 31 gm of crude material which was recrystallised from 500 ml of iso-propanol to give 24 gm of the title product as white crystalline powder, m. p: 131-133° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238725B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-f4af990fa1ff49988392b2963adea897 |
| Source note | uspto-grants-2007_07 |