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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712943Generated: October 29, 2026

HCID 68291610, compound → 4-Benzyl-2-phenyl-1-oxa-4,9-diazaspiro[5.5]undecane

https://huagongshe.com/reaction/712943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 68291610HCID 68291610—
SolventHydrogen BromideHCID 260—
Product4-Benzyl-2-phenyl-1-oxa-4,9-diazaspiro[5.5]undecaneHCID 6829095297%

Reaction Conditions

Temperature55 °C

Reaction Steps

To tert-butyl 4-[[benzyl-(2-hydroxy-2-phenyl-ethyl)amino]methyl]-4-hydroxy-piperidine-1-carboxylate (6.2 g, 14.07 mmol) was added HBr (60 mL of 48% w/w,) and the reaction mixture was stirred at 55° C. for 10 hours. The reaction mixture was evaporated in vacuo, basified the aqueous with 50% aq. NaOH to pH13, then extracted with DCM (3×75 mL). The combined organics were dried over MgSO4, filtered and concentrated in vacuo to give 4-benzyl-2-phenyl-1-oxa-4,9-diazaspiro[5.5]undecane (4.4 g, 97%) as a yellow oil, which was used directly without further purification. ESI-MS m/z calc. 322.2. found 323.7 (M+1)+; Retention time: 1.72 minutes (3 min run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181273B2
Source datasetuspto-grants-2015_11
ORD IDord-2c1405cc81294bfdbbd6b42c587206b4
Source noteuspto-grants-2015_11