HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69799484, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 86759692 | HCID 86759692 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69799484 | HCID 69799484 | 56% |
Reaction Steps
A solution of 2-[[(1R)-3-azido-1-phenylpropyl]oxy]-4-(trifluoromethyl)benzonitrile (7.70 mg, 2.2 mmol) in tetrahydrofuran (50 ml) was treated with triphenylphosphine (1.5 eq.) and water (0.5 ml). The mixture was stirred at ambient temperature for 24 h then concentrated to an oil. The crude amine was purified on silica gel eluting with ethyl acetate, then 10% 7N ammonia in methanol/dichloromethane. The oil obtained was converted into an oxalate salt using 1 equivalent of oxalic acid in ethanol to afford the title compound as a colourless solid (510 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06887871B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-e55d2037fd1e4c988079c2c834ea3f1d |
| Source note | uspto-grants-2005_05 |