HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methylglutaric anhydride → 5-(5-Chloro-2-heptyl-1-methyl-1H-indol-3-yl)-3-methyl-5-oxo-pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methylglutaric anhydride | HCID 77828 | — |
| Reactant | Dimethylalumanylium chloride | HCID 16686359 | — |
| Reactant | 5-Chloro-2-heptyl-1-methyl-1H-indole | HCID 68749453 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 5-(5-Chloro-2-heptyl-1-methyl-1H-indol-3-yl)-3-methyl-5-oxo-pentanoic acid | HCID 49802317 | — |
Reaction Steps
To the solution of 5-chloro-2-heptyl-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-methyl-dihydro-pyran-2,6-dione was added at 0° C. and the reaction mixture was stirred for 3 hours. The reaction was quenched with saturated ammonium chloride solution and extracted with 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-d434c9017bd24670814e91de35def895 |
| Source note | uspto-grants-2014_08 |