Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587110Generated: October 30, 2026

Sodium Bicarbonate → tert-Butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate

https://huagongshe.com/reaction/587110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
Reactanttert-Butyl 6-oxo-2-azaspiro(3.3)heptane-2-carboxylateHCID 52333005—
SolventMethanolHCID 887—
Producttert-Butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylateHCID 52987765100%

Reaction Conditions

Temperature0 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226923B2
Source datasetuspto-grants-2016_01
ORD IDord-13b583847d544f91a0835a77a78dda79
Source noteuspto-grants-2016_01