HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 5-(6-Chloro-2-hexyl-indol-1-yl)-3(R)-methyl-5-oxo-pentanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 6-chloro-2-hexyl-1H-indole | HCID 10585862 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | (S)-methyl 5-chloro-3-methyl-5-oxopentanoate | HCID 86665257 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(6-Chloro-2-hexyl-indol-1-yl)-3(R)-methyl-5-oxo-pentanoic acid methyl ester | HCID 66644021 | — |
Reaction Steps
To the cold solution of 6-Chloro-2-hexyl-1H-indole in methylene chloride was added solution of potassium tert-butoxide in THF and stirred for 30 minutes. Then (S)-methyl 5-chloro-3-methyl-5-oxopentanoate in methylene chloride was added to the reaction mixture and was stirred for 3 hours. The reaction mixture was then 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-7fb90f4407034ea6ac0129605af36f07 |
| Source note | uspto-grants-2014_08 |