HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722726Generated: October 31, 2026
Ammonium Chloride → 6-hydroxy-piperidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester
https://huagongshe.com/reaction/722726
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-(Tert-butyl) 2-methyl 6-oxopiperidine-1,2-dicarboxylate | HCID 10848737 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-hydroxy-piperidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester | HCID 69659562 | — |
Reaction Steps
To a solution of 6-oxo-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester, 35, (5.1 g, 19.8 mmol) in THF (100 mL) at −78° C., a 1M solution of LiEt3BH in THF (22.0 mL, 22 mmol) is added. After stirring for 1 hr at −78° C., the solution is cautiously quenched aqueous NH4Cl. The crude product is extracted with EtOAc and the combined EtOAc extracts are washed with brine, dried (MgSO4), and concentrated in vacuo. The desired product is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07138395B2 |
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| Source dataset | uspto-grants-2006_11 |
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| ORD ID | ord-2c8810679b9849d4aab81ab777d35f17 |
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| Source note | uspto-grants-2006_11 |
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