HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Alanine → HCID 11701071, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Alanine | HCID 5950 | — |
| Reactant | Allylamine | HCID 7853 | — |
| Reactant | 2-Methylcyclohexanone | HCID 11419 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 11701071 | HCID 11701071 | 77% |
Reaction Steps
A solution of 22.5 mg (35 μmol) of the catalyst from example Ala in 3.2 ml of a mixture of formic acid and triethylamine (5:2 v/v) is added dropwise to a mixture of 676 mg (6 mmol) of 2-methylcyclohexanone, 2.74 g (48 mmol of allylamine and 100 mg of magnesium sulfate, and stirred. After 7 days at room temperature, the reaction mixture is diluted with 20 ml of water and extracted three times with 15 ml of dichloromethane. The organic phase is dried over sodium sulfate. After removal of the solvent and column chromatography (silica gel, 10:1 dichloromethane/methanol), 708 mg (77% yield) of (1R,2S)-N-allyl-(2-methylcyclohexyl)amine are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08283495B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-9f603af9d8a141aea5a3c38481658024 |
| Source note | uspto-grants-2012_10 |