HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → tert-Butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | tert-Butyl 6-oxo-2-azaspiro(3.3)heptane-2-carboxylate | HCID 52333005 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate | HCID 52987765 | 100% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of tert-butyl 6-oxo-2-azaspiro[3.3]heptane-2-carboxylate (507 mg, 2.4 mmol) in MeOH (5.0 mL) was added NaBH4 (182 mg, 4.8 mmol) at 0° C. under N2. It was stirred at 0° C. for 30 min. The solution was concentrated by evaporator in vacuo to give crude solid. A saturated solution of NaHCO3 (30 mL) was added. The aqueous mixture was extracted with DCM (4×30 mL). The combined organic solution was dried over anhydrous Na2SO4 and then concentrated by evaporation in vacuo to afford tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate (511 mg, 100%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09226923B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-13b583847d544f91a0835a77a78dda79 |
| Source note | uspto-grants-2016_01 |