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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41558Generated: October 27, 2026

Trifluoroacetic acid → 1,9-Diazaspiro[5.5]undecan-2-one

https://huagongshe.com/reaction/41558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl 2-oxo-1,9-diazaspiro[5.5]undecane-9-carboxylateHCID 44118856—
SolventDichloromethaneHCID 6344—
Product1,9-Diazaspiro[5.5]undecan-2-oneHCID 22975586—

Reaction Steps

To a solution of tert-butyl 2-oxo-1,9-diazaspiro[5.5]undecane-9-carboxylate [1031927-12-4] (920 mg, 3.26 mmol) in dichloromethane (10 mL) was added TFA (2.53 mL, 32.6 mmol). The solution was stirred for 40 min at rt. After completion of the reaction the mixture was evaporated under reduced pressure and dried under high vacuum (1.90 g, 100%). [1H NMR (400 MHz, DMSO-d6) ♀ ppm 8.59-8.35 (m, 2H), 7.83 (s, 1H), 3.27-3.14 (m, 2H), 3.12-2.98 (m, 2H), 2.17-2.04 (m, 2H), 1.80-1.57 (m, 8H); LCMS RtA=0.20 min, [M+H]+=169.2].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530648B2
Source datasetuspto-grants-2013_09
ORD IDord-03c164b82c9e4e11948e70ece3956789
Source noteuspto-grants-2013_09