Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689475Generated: October 27, 2026

Trifluoroacetic acid → (5-Methylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone

https://huagongshe.com/reaction/1689475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-(5-methylthiophene-3-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylateHCID 57989109—
SolventDichloromethaneHCID 6344—
Product(5-Methylthiophen-3-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanoneHCID 57988956—

Reaction Steps

Trifluoroacetic acid (2.5 mL) was added to a solution of tert-butyl 4-(5-methylthiophene-3-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 104, step a) (0.34 g) in DCM (10 mL) and the resulting mixture was stirred for 45 minutes and allowed to stand overnight. The solvent was evaporated in vacuo. Toluene (3×25 mL) was added and the mixture evaporated in vacuo. The residue was dissolved in methanol (20 mL) and applied to a SCX cartridge pre-wetted with methanol. The cartridge was washed with methanol (40 mL) and eluted with 2M ammonia in methanol solution (20 mL). The eluent was evaporated in vacuo to give the subtitled compound as a colourless oil. Yield 0.25 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148373B2
Source datasetuspto-grants-2012_04
ORD IDord-b23a193e4557437b908464b3d71565f0
Source noteuspto-grants-2012_04