Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromobutyryl chloride | HCID 70225 | — |
| Reactant | Cyclopropanol, 1-amino-, hydrochloride | HCID 187951 | — |
| Solvent | Carbon Dioxide | HCID 280 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58911275 | HCID 58911275 | — |
Reaction Steps
In a 50 ml three necked flask fitted with a magnetic stirrer, under inert atmosphere, 4-bromo-butyryl-chloride (1.69 g, 9.13 mmol) is added onto a suspension 1-aminocyclopropanol hydrochloride (1.0 g, 9.13 mmol; synthesized following the method of Matthies, D.; Buechling, U. in Arch. Pharm. (Weinheim Ger.) 1983, 316, 598-608) and Et3N (2.21 g, 0.022 mol. in dry THF (20 ml at 0° C.). After 4 h, the reaction mixture is left overnight in dry ice and another portion of 4-bromo-butyryl-chloride (0.34 g) and Et3N (0.44 g) are added. After 2 h at room temperature, the reaction mixture is cooled down to 0° C., filtrated and concentrated in vacuo to give the crude 4-bromo-N-(1-hydroxy-cyclopropyl)-butyramide a16 which is used in the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07763644B2 |
|---|
| Source dataset | uspto-grants-2010_07 |
|---|
| ORD ID | ord-40a9edcc135c4fa1a30287613f569ad0 |
|---|
| Source note | uspto-grants-2010_07 |
|---|