HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 11740455, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 22482343 | HCID 22482343 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Product | HCID 11740455 | HCID 11740455 | 36% |
Reaction Steps
The title compound was prepared from 6-ethyl-5-[(4-methoxyphenyl)sulfonyl]-9-methyl-5,6-dihydrophenanthridine (0.67 g, 1.7 mmol), tetrabutylammonium iodide (1.5 g, 4.1 mmol), and 1 M boron trichloride in dichloromethane (11.9 mL, 11.9 mmol) according to the procedure and in the same manner as described in Example 35, Step b. The crude product was purified by flash column chromatography on silica gel, eluting with a mixture of ethyl acetate-hexane (3:7 to 1:1 gradient), followed by trituration from a mixture of ethyl acetate-hexane, to yield 4-[(6-ethyl-9-methylphenanthridin-5(6H)-yl)sulfonyl]phenol as a homogeneous solid (0.23 g, 36%), m.p. 167-170° C.;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06894061B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-30a845cfd49241b0ad348488446fa7c2 |
| Source note | uspto-grants-2005_05 |