HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 5-(3-Hexyl-1-methyl-1H-indol-2-yl)-5-oxo-pentanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 4-chloroformylbutyrate | HCID 73916 | — |
| Reactant | Dimethylalumanylium chloride | HCID 16686359 | — |
| Reactant | 3-Hexyl-1-methyl-1H-indole | HCID 68747124 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(3-Hexyl-1-methyl-1H-indol-2-yl)-5-oxo-pentanoic acid methyl ester | HCID 66643981 | — |
Reaction Steps
To a solution of 3-hexyl-1-methyl-1H-indole in methylene chloride at 0° C. was added dimethyl aluminum chloride solution in hexane. The reaction mixture was stirred for 30 minutes. To this solution 4-chlorocarbonyl-butyric acid methyl ester was added at 0 ° C. and the reaction mixture was stirred for 3 hours. The reaction 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-e0101db256244d689f75f1f6c5c01c60 |
| Source note | uspto-grants-2014_08 |