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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253718Generated: November 2, 2026

Sodium borohydride → tert-Butyl 9-hydroxy-3-azaspiro[5.5]undecane-3-carboxylate

https://huagongshe.com/reaction/1253718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactanttert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylateHCID 51072194—
SolventMethanolHCID 887—
Producttert-Butyl 9-hydroxy-3-azaspiro[5.5]undecane-3-carboxylateHCID 6670104495%

Reaction Conditions

Temperature25 °C

Reaction Steps

NaBH4 (56.18 mmol, 3.0 eq.) was added portionwise to a stirred solution of tert-butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate (18.72 mmol, 1.0 eq.) in MeOH (40 ml) at 0° C. and the resulting reaction mixture was stirred at 25° C. for 1 h. The solvent was evaporated under reduced pressure. The residue was dissolved in MC (100 ml) and washed with water (50 ml) and brine (50 ml). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to give the crude product which was used in the next step without further purification. Yield: 95%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455475B2
Source datasetuspto-grants-2013_06
ORD IDord-10425d476a3b4c6eb0217241111aac26
Source noteuspto-grants-2013_06