HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → 1-Benzyl 4-methyl piperidine-1,4-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Methyl isonipecotate | HCID 424914 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 1-Benzyl 4-methyl piperidine-1,4-dicarboxylate | HCID 1512544 | 62% |
Reaction Steps
Benzyl chloroformate (11.0 mL, 0.0768 mol) was added into a solution of methyl piperidine-4-carboxylate (10.0 g, 0.0698 mol) and 4-methylmorpholine (15.4 mL, 0.140 mol) in acetonitrile (20.0 mL). After 30 min, the mixture was diluted with NaHCO3 (7.5%), extracted with ethyl acetate (AcOEt) (3×30 mL). The combined organic layers were dried over Na2SO4, filtered, concentrated to afford 1-benzyl 4-methyl piperidine-1,4-dicarboxylate (12 gram) which was directly used in next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193207B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-02ae635f1f5240828e4491962cdf2806 |
| Source note | uspto-grants-2012_06 |