HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → cis-3-Benzyl-6-(2,4-dichloro-phenyl)-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (2,4-Dichlorophenyl)boronic acid | HCID 2734659 | — |
| Reactant | cis-3-Benzyl-6-bromo-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene | HCID 16117547 | — |
| Reactant | Barium hydroxide, octahydrate | HCID 17749109 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | cis-3-Benzyl-6-(2,4-dichloro-phenyl)-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene | HCID 16117676 | 66.7% |
Reaction Steps
The title compound (85 mg, 0.20 mmol) was prepared by following the procedure of example 3 from cis-3-benzyl-6-bromo-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene (107 mg, 0.30 mmol), 2,4-dichlorophenylboronic acid (69 mg, 0.36 mmol), barium hydroxide octahydrate (142 mg, 0.45 mmol) and triphenylphosphine (7.9 mg, 0.03 mmol) and palladium(II) acetate (1.7 mg, 0.0075 mmol) in DMF (3.0 mL)/H2O (0.6 mL): MS (ES) 422.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795436B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-31187ca67d9f477f8037e49fefc3f836 |
| Source note | uspto-grants-2010_09 |