HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-[(tert-butoxy)carbonyl]-6-azaspiro[2.5]octane-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | HCID 89350970 | HCID 89350970 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-[(tert-butoxy)carbonyl]-6-azaspiro[2.5]octane-5-carboxylic acid | HCID 71187344 | 81.6% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a suspension of N-benzyl-1-phenylethanaminium 6-(tert-butoxycarbonyl)-6-azaspiro[2.5]octane-5-carboxylate (single unknown enantiomer) (D2) (10 g, 24 mmol) in EtOAc (100 mL) stirred at 0° C. was slowly added aqueous HCl 0.5N (100 ml) saturated with NaCl. After addition was completed, dissolution was observed. The organic layer was decanted, washed with saturated NaCl, dried (Na2SO4) and evaporated in vacuo to afford 5 g of acid which was recrystallized from petroleum ether/EtOAc (60 ml/20 ml) to afford the tile compound (D3) (2.8 g) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181279B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-86ce547e21c143ecabd0b449ec26e602 |
| Source note | uspto-grants-2015_11 |