HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(2-Azabicyclo[2.2.1]heptan-5-yloxy)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tert-butyl-5-(2-tetrahydropyran-2-yloxyethoxy)-2-azabicyclo[2.2.1]heptane-2-carboxylate | HCID 89579665 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2-Azabicyclo[2.2.1]heptan-5-yloxy)ethanol | HCID 89579496 | 70.5% |
Reaction Steps
Tert-butyl-5-(2-tetrahydropyran-2-yloxyethoxy)-2-azabicyclo[2.2.1]heptane-2-carboxylate (1.08 g, 3.16 mmol) was stirred overnight in 5 M hydrochloric acid (30 mL, 990 mmol)/THF (30 mL). The reaction mixture was basified with NaOH and washed with DCM. The organic was dried over Na2SO4 and concentrated in vacuo to afford 2-(2-azabicyclo[2.2.1]heptan-5-yloxy)ethanol (350 mg). LCMS RT=0.57 min. M+1=158.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290511B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-66bf81bcaed541118c4789294fb2b8a2 |
| Source note | uspto-grants-2016_03 |