Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036733Generated: October 29, 2026

Trifluoroacetic acid → Rac-2-methyl-3-phenyl-2,6-diazaspiro[3.5]nonan-1-one

https://huagongshe.com/reaction/1036733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylateHCID 71060344—
SolventDichloromethaneHCID 6344—
ProductRac-2-methyl-3-phenyl-2,6-diazaspiro[3.5]nonan-1-oneHCID 71060408—

Reaction Steps

A solution comprising tert-butyl 2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylate (1.2 g, 3.63 mmol) and TFA (1.399 ml, 18.16 mmol) in DCM (20 ml) was stirred at RT for 4 days. The reaction mixture was concentrated in vacuo and the resulting crude product was dissolved with methanol (5 ml) and passed through a 10 g SCX-2 cartridge. The product was eluted with 2M NH3 in methanol (70 ml) and the relevant fractions were combined and concentrated in vacuo to afford the title compound as a yellow oil;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546416B2
Source datasetuspto-grants-2013_10
ORD IDord-3de07fc0f22948709b9bab385a90bcb4
Source noteuspto-grants-2013_10