Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 13315050 | HCID 13315050 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13392523 | HCID 13392523 | — |
Reaction Steps
To a solution of 3-hydroxymethyl-3-amino-2-piperidone (7 g or 0.049 mole) in anhydrous dimethylformamide (50 ml) is added one equivalent of thionyl chloride (3.6 ml). The reaction mixture is stirred at 80° C. under nitrogen. After 24 hours, another equivalent of thionyl chloride (3.6 ml) is added and stirring is continued for 2 hours. Then the solvent is stripped off under reduced pressure. Trituration of the semi-solid residue with chloroform (2×30 ml) leaves 2.1 g of crystalline, analytically pure 3-amino-3-chloromethyl-2-piperidone hydrochloride, m.p. 230° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04496588 |
|---|
| Source dataset | uspto-grants-1985_01 |
|---|
| ORD ID | ord-3ddd62704b314548abd99a1c87ab3e4e |
|---|
| Source note | uspto-grants-1985_01 |
|---|