HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 5-Chloro-2-hex-1-enyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Pentyltriphenylphosphonium bromide | HCID 2724565 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 5-Chloro-1H-indole-2-carbaldehyde | HCID 12203318 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Chloro-2-hex-1-enyl-1H-indole | HCID 68750852 | — |
Reaction Steps
To the cold suspension of Pentyl-triphenyl-phosphonium bromide in THF was added LiHMDS in THF and the mixture was stirred for 30 minutes. A solution of 5-Chloro-1H-indole-2-carbaldehyde in THF was added to the reaction mixture and stirred for 3 hours. The reaction mixture was treated with saturated ammonium chloride and ethyl acetate. The product was purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809382B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-336dc6c088b0420faa28c8c5551b84c1 |
| Source note | uspto-grants-2014_08 |