HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 135794304, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | HCID 22729316 | HCID 22729316 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 135794304 | HCID 135794304 | 84.7% |
Reaction Steps
N′-(4-Benzyloxy-1H-indol-2-ylcarbonyl)acetohydrazide (7.5 g) was dissolved in tetrahydrofuran (250 ml) and triphenylphosphine (9.0 g) and triethylamine (6 ml) were added. The mixture was stirred under ice-cooling. Diisopropyl azodicarboxylate (40% toluene solution) (17.7 g) was added and the mixture was stirred at 50° C. for 2 hr. The reaction mixture was poured into ice water and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (6.0 g) as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196199B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-58db602ee6d14b1dbc80d340b57f1691 |
| Source note | uspto-grants-2007_03 |