HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 18325133, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 6-Chloro-4-(4-chlorophenyl)naphtho[2,3-c]furan-1,3-dione | HCID 348433 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 18325133 | HCID 18325133 | 31.3% |
Reaction Steps
To a suspension of sodium borohydride (0.5 g) in dimethoxyethane (20 ml), a solution of 6-chloro-4-(4-chlorophenyl) naphtho[2,3-c]furan-1,3-dione (1.0 g) in THF (20 ml) was added dropwise, followed by stirring at room temperature for 1 hour. The reaction mixture was poured into 1N hydrochloric acid to stop the reaction; the product was extracted with ethyl acetate. After being washed with water, the extract was dried over magnesium sulfate and concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (eluent: hexane−ethyl acetate=3:1) and recrystallized from THF to yield the title compound (300 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06340704B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-3a390c72ebb94fd8accdaa722bda5107 |
| Source note | uspto-grants-2002_01 |