HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-((8a)-2,6-Dimethylergolin-8-yl)-2-ethyl-2-methylbutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Butanoyl chloride, 2-ethyl-2-methyl- | HCID 11116219 | — |
| Reactant | 2,6-Dimethyl-8alpha-aminoergoline | HCID 14277600 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-((8a)-2,6-Dimethylergolin-8-yl)-2-ethyl-2-methylbutanamide | HCID 11089898 | — |
Reaction Steps
A supension of 68 g 2,6-dimethyl-8α-aminoergoline in 1.5 l dichloromethane are pre-cooled to 4° and treated with 78 ml triethylamine. The mixture is treated under stirring dropwise within 25 minutes with 40.5 g 2-methyl-2-ethyl-butyryl chloride. The mixture is stirred for 30 minutes, poured onto 3 l water, the organic phase is dried (Na2SO4) and concentrated. The residue is chromatographed on 800 g silica gel using dichloromethane/methanol (98:2) to yield the title compound, which is crystallised from diethyl ether, m.p. 191°-192°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05075318 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-62cfafeb32cb45de9506c968950b523f |
| Source note | uspto-grants-1991_12 |