HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → HCID 69147839, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Benzyl 4-(acetyloxy)-3,3-dimethyl-1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate | HCID 69148927 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69147839 | HCID 69147839 | 27% |
Reaction Steps
Benzyl 4-(acetyloxy)-3,3-dimethyl-1-oxo-2-oxa-8-azaspiro[4.5]decane-8-carboxylate (from step (i) above; 1.4 g) was dissolved in tetrahydrofuran and lithium borohydride (81 mg) was added. The mixture was heated under reflux for 2 h, cooled and quenched carefully with water and HCl (30 mL, 5N). The mixture was extracted with ethyl acetate and dried (MgSO4), and concentrated in vacuo. The crude product was purified by chromatography on silica using 2-5% methanol in dichloromethane as eluant to afford the product (340 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07393858B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-29e934fb82b74e38857915dd8f5efa37 |
| Source note | uspto-grants-2008_07 |