HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 58151924, compound → HCID 58151896, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 58151924 | HCID 58151924 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58151896 | HCID 58151896 | — |
Reaction Steps
5.0 g (about 11.4 mmol) of 5,6-difluoro-3-propyl-8-(4-propylcyclohexyl)-7,8,9,10-tetrahydro-3H-benzo[f]chromene are hydrogenated at atmospheric pressure in THF and in the presence of Pd/C (5% of Pd). The reaction solution is filtered, and the filtrate is evaporated to dryness. The residue is purified by column chromatography (SiO2, n-heptane:toluene=9:1). The further purification is carried out by recrystallisation from ethanol, giving a 1:1 mixture of isomeric 5,6-difluoro-3-propyl-8-(4-propylcyclohexyl)-2,3,7,8,9,10-hexahydro-1H-benzo[f]chromenes (m.p. 89° C.). This can be resolved, for example, by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08303844B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-f9294a1812d244c49b360839e10c080d |
| Source note | uspto-grants-2012_11 |