HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexanone → 6,9-Dichloro-1,2,3,4-tetrahydroacridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexanone | HCID 7967 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2-Amino-4-chlorobenzoic acid | HCID 66646 | — |
| Product | 6,9-Dichloro-1,2,3,4-tetrahydroacridine | HCID 219664 | 98.2% |
Reaction Steps
To a mixture of 2-amino-4-chlorobenzoic acid (4.5 g, 26.23 mmol) and cyclohexanone (2.72 mL, 26.23 mmoL) was added 22 mL phosphorus oxychloride. The mixture was heated to reflux for 3 hours. The excess phosphorus oxychloride was distilled off and the resulting mixture was treated with saturated sodium bicarbonate. The light brown precipitate was filtered, rinsed with water and dried under vacuum to give the desired product 6.50 g (25.77 mmoL, 98.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605265B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-d7a238f84fac403183eb85f47fecef7d |
| Source note | uspto-grants-2009_10 |