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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate | HCID 51072194 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl 9-hydroxy-3-azaspiro[5.5]undecane-3-carboxylate | HCID 66701044 | 95% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455475B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-10425d476a3b4c6eb0217241111aac26 |
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| Source note | uspto-grants-2013_06 |
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