HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 66879382, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Nitrofungin | HCID 12074 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (1S,5R)-8-Methyl-8-Azabicyclo(3.2.1)Octan-3-Ol | HCID 449293 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66879382 | HCID 66879382 | 60.6% |
Reaction Steps
To a solution of 3-tropanol (6.7 g), 2-chloro-4-nitrophenol (8.2 g) and triphenylphosphine (16.1 g) in a mixture of dichloromethane (200 ml) and tetrahydrofuran (50 ml), diethyl azodicarboxylate (9.7 ml) was added dropwise with stirring under ice-cooling, and the resulting mixture was stirred at room temperature overnight and then evaporated in vacuo. The residue obtained was purified by chromatography on a silica gel column using a mixed solvent of dichloromethane and methanol (19:1) as the eluent to afford the title compound (8.5 g, yield: 60%) as a pale yellow amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030138B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-e9288ff1dcb2408ba64043ef1c5d3808 |
| Source note | uspto-grants-2006_04 |