HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-3-hydroxybenzoic acid → (4-Chloro-3-hydroxy-phenyl)-(cis-2,3,4a,5,6,10b-hexahydro-1H-benzo[f]quinolin-4-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-3-hydroxybenzoic acid | HCID 141872 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | (4aS,10bR)-1,2,3,4,4a,5,6,10b-Octahydrobenzo[f]quinoline | HCID 12327022 | — |
| Product | (4-Chloro-3-hydroxy-phenyl)-(cis-2,3,4a,5,6,10b-hexahydro-1H-benzo[f]quinolin-4-yl)-methanone | HCID 86654123 | 46% |
Reaction Steps
The title compound is prepared from 4-chloro-3-hydroxy-benzoic acid and cis-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline following a procedure analogous to that described in Example 1 [2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexa-fluorophosphate is used]. Yield: 46% of theory; LC (method 4): tR=1.99 min; Mass spectrum (ESI+): m/z=342/344 (Cl) [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686149B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-b8296aab098f48bc8a4a25e641d5ee12 |
| Source note | uspto-grants-2014_04 |