HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → Tert-butyl 4-benzyl-4-hydroxypiperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Reactant | 4-Benzyl-4-piperidinol | HCID 98152 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Tert-butyl 4-benzyl-4-hydroxypiperidine-1-carboxylate | HCID 10493799 | — |
Reaction Steps
A solution of 4-hydroxy-4-benzyl piperidine (0.66 g, 3.5 mmol) in 1M NaOH (7 mL, 7 mmol) and dioxane (5 mL) at 0° C. was treated with BOC2O (0.76 g, 3.5 mmol), warmed to room temperature, stirred for 16 hours, adjusted to pH<7 with 10% citric acid, and extracted twice with ethyl acetate. The combined extracts were washed with water and brine, dried (Na2SO4), filtered, and concentrated to provide the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720338B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-382f0e773b4647b0b3a1b91325387266 |
| Source note | uspto-grants-2004_04 |