HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-Amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [(Z)-[1-amino-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]pentylidene]amino] benzoate | HCID 178458006 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | 2-Amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol | HCID 22054007 | 29.9% |
Reaction Steps
A solution of (3) (1.5 g, 4.3 mmol) in diglyme is heated at 150° C. in a microwave reactor (Smith Creator, S00219) for 40 minutes. Solvent evaporated under vacuum in Genevac Evaporator at 80° C. for 3hours to give a solid. This is taken in dichloromethane (40 mL) and treated with trifluoroacetic acid at room temperature for 2 hours. Solvent evaporated to dryness under reduced pressure, crude taken in water, washed with DCM, aqueous layer basified with 1M NaOH solution and extracted with dichloromethane. Organic layer dried over Na2SO4 and evaporated under reduced pressure to give 2-amino-1-(5-phenyl-[1,2,4]oxadiazol-3-yl)-butan-1-ol (300 mg) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07482448B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-3f2d817630ee4f4a9cde41a309c01e6f |
| Source note | uspto-grants-2009_01 |