HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Hydroxy-4-methylbenzoic acid → (cis-2,3,4a,5,6,10b-Hexahydro-1H-benzo[f]quinolin-4-yl)-(3-hydroxy-4-methyl-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Hydroxy-4-methylbenzoic acid | HCID 68512 | — |
| 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 | (cis-2,3,4a,5,6,10b-Hexahydro-1H-benzo[f]quinolin-4-yl)-(3-hydroxy-4-methyl-phenyl)-methanone | HCID 86654110 | 77% |
Reaction Steps
The title compound is prepared from 3-hydroxy-4-methyl-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: 77% of theory; LC (method 4): tR=2.00 min; Mass spectrum (ESI+): m/z=322 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497281B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-218ff20bddbd445093aa055bc713480d |
| Source note | uspto-grants-2013_07 |