HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → N-methyl-1,4-dioxaspiro(4.5)decan-8-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | N-methyl-1,4-dioxaspiro(4.5)decan-8-amine | HCID 16786570 | 43.8% |
Reaction Steps
A solution of 1,4-dioxa-spiro[4.5]decan-8-one (3.1 g, 20 mmol) and CH2Cl2 (50 mL) was stirred with methylamine (15 mL, 30 mmol, 2.0M solution in THF), sodium cyanoborohydride (1.3 g, 20 mmol), and acetic acid (0.1 mL) at room temperature. After 8 hours, the reaction mixture was washed with water (50 mL) and concentrated. The residue was purified by flash chromatography to afford 1.5 g of (1,4-dioxa-spiro[4.5]dec-8-yl)-methyl-amine as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08034826B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-4554f1545a354faca8a7824f54180310 |
| Source note | uspto-grants-2011_10 |