HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyl chloroformate → HCID 59716773, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 2-Bromo-4-methylpentanoic acid | HCID 142681 | — |
| Reactant | Codeine | HCID 5284371 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59716773 | HCID 59716773 | 78% |
Reaction Steps
To the solution of DL-alpha-bromoisocaproic acid in THF (4 ml) was added N-methylmorphine (0.18 ml, 1.63 mmol), followed by dropwise addition of isobutylchloroformate (0.15 ml, 1.16 mmol). A white solid precipitate was formed. After stirring at RT for 1.5 h, the white solid was filtered. Methylamine (1 ml, 2N in THF) was added to the filtrate. The reaction mixture was concentrated after 0.5 hour. The resultant crude material was diluted with ethyl acetate and washed with water. The organic layer was dried over Na2SO4 and concentrated to give the title compound, 2-bromo-N,4-dimethylpentanamide, (0.18 g, 78%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378418B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-7f0e9848cb214d2e823a629336443f30 |
| Source note | uspto-grants-2008_05 |