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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73027Generated: October 29, 2026

Hydrochloric Acid → 8-[(4-Methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane

https://huagongshe.com/reaction/73027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTert-butyl 8-[(4-methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylateHCID 70872472—
SolventDichloromethaneHCID 6344—
Product8-[(4-Methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecaneHCID 70872460102.2%

Reaction Steps

To a solution of tert-butyl 8-[(4-methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (500 mg, 1.11 mmol) in DCM (1 mL) was added HCl (3 mL of 4 M in dioxane, 11.05 mmol) dropwise. The reaction mixture was stirred overnight at room temperature. The solvent was concentrated in vacuo and the residue was dissolved in the minimum amount of DCM and precipitated with ether. The solvent was decanted and the residue was again washed with ether and dried to give 8-[(4-methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane (400 mg, 93%). ESI-MS m/z calc. 352.2. Found 353.7 (M+1)+; Retention time: 0.99 minutes (3 min run).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828996B2
Source datasetuspto-grants-2014_09
ORD IDord-20f949c0d9084a67864d13e9a48f83b0
Source noteuspto-grants-2014_09