HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methallyl alcohol → HCID 59527702, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methallyl alcohol | HCID 10557 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59527702 | HCID 59527702 | — |
Reaction Steps
Under inert condition a 500 mL round bottom flask with a magnetic stirrer was charged with 6.87 g (30 mmol) of 1-tert.-butyloxycarbonyl-piperidine-4-carboxylic acid, 110 mg (0.09 mmol) DMAP and 11.5 g (60 mmol) 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, hydrochloride and 150 mL DCM. To the light yellow solution 3.25 g (45 mmol) 2-methyl-2-propen-1-ol was added. The reaction mixture was stirred over night at room temperature. The mixture was concentrated under vacuum, isolute-HM-N was added and evaporated to dryness. The residue was purified over silica eluting with heptane and ethyl acetate to yield after evaporation of the product containing fractions 7.3 g (86%) of the title compound as colourless oil. MS ISP (m/e): 306.2 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324250B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-1ec3b65dfa1e4ad8a30d84251842d32d |
| Source note | uspto-grants-2012_12 |