HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Amino-2-(3,3,3-trifluoropropyl)benzofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 22132946 | HCID 22132946 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Amino-2-(3,3,3-trifluoropropyl)benzofuran | HCID 22132957 | — |
Reaction Steps
A mixture of 2.4 g (9.2 mmol) of 2-(3,3,3-trifluoropropyl)-5-nitrobenzofuran, 0.65 g (17 mmol) of sodium borohydride, 45 mg of Adogen 464 and 0.38 g of 10% palladium on carbon containing 50% of water is stirred for 5 hours in 95 ml of dichloromethane and 48 ml of water, then it is filtered on silica and the silica is rinsed with ethanol. The filtrate is then concentrated under reduced pressure and coevaporated with toluene. After chromatography of the residue on a silica column using a 0-30% mixture of ethyl acetate in cyclohexane, 2.0 g of product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05925662 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-f0da99b1290046519b91d429c421e01a |
| Source note | uspto-grants-1999_07 |