HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-isopropoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Methyl 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-hydroxybenzoate | HCID 68532897 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-isopropoxybenzoate | HCID 68534342 | 86% |
Reaction Steps
To a solution of methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-hydroxy-benzoate (0.735 g, 2.1 mmol), triphenylphosphine (0.551 g, 2.1 mmol), and isopropanol (0.158 mL, 2 mmol) in tetrahydrofuran was added diisopropyl azodicarboxylate (0.433 mL, 2.2 mmol) dropwise. The solution was sonicated for 30 minutes. The reaction mixture was purified without workup by RPLC (EtOAc/Hexane 3:7) to give 0.675 g (86%) of pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700628B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-f439110719b44ed897e47425cc2004ae |
| Source note | uspto-grants-2010_04 |