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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713112Generated: November 1, 2026

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

https://huagongshe.com/reaction/713112

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 numberUS09181273B2
Source datasetuspto-grants-2015_11
ORD IDord-bdfc5e0c924c48aeaa4125e35078d85c
Source noteuspto-grants-2015_11