HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-[2-[2-(3-chloropropoxy)-phenyl]-ethenyl]-1H-indol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Chloro-1-propanol | HCID 12313 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2-[(1H-indol-4-yl)-ethenyl]-phenol | HCID 54141386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[2-[2-(3-chloropropoxy)-phenyl]-ethenyl]-1H-indol | HCID 54169834 | — |
Reaction Steps
Under an inert atmosphere, 235 mg of 2-[(1H-indol-4-yl)-ethenyl]-phenol in 20 ml of tetrahydrofuran with 0.15 ml of diethyl azodicarboxylate, 0.1 ml of 3-chloro-1-propanol, and 262 mg of triphenylphospine were stirred for 5 hours. Then 0.1 ml of 3-chloro-1-propanol, 0.15 ml of diethyl azodicarboxylate and 262 mg of triphenyl phospine were added, and after 15 hours of stirring at ambient temperature, the mixture was concentrated to dryness. The residue was purified by chromatography on silica (eluent: benzene) to obtain 310 mg of 4-[2-[2-(3-chloropropoxy)-phenyl]-ethenyl]-1H-indol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04650811 |
| Source dataset | uspto-grants-1987_03 |
| ORD ID | ord-59cd1a96914343a58b06afbad75f1f1d |
| Source note | uspto-grants-1987_03 |