HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → 5-Amino-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 7-tert-Butyl-2,3-dihydro-3,3-dimethyl-5-nitro-benzofuran | HCID 10753142 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Amino-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofuran | HCID 10680406 | 88.1% |
Reaction Steps
A suspension of 7-tert-butyl-2,3-dihydro-3,3-dimethyl-5-nitro-benzofuran (2.2 g, 8.8 mmol) and 10% palladium on carbon (200 mg) in absolute EtOH (60 mL) is hydrogenated at 40 psi of H2 pressure on a Parr hydrogenation apparatus for 3 h at 22° C. The reaction is judged complete by TLC (hexane:EtOAc, 19:1; visualized with Dragendorff reagent). The reaction mixture is filtered through Celite and evaporated to yield the title compound as a purple solid (1.7 g, 88%), which is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05684041 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-db63a931f3f943c89666b1b2661fd27f |
| Source note | uspto-grants-1997_11 |