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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689283Generated: October 31, 2026

Toluene → (2,2-Difluoro-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(5-methylthiophen-2-yl)methanone trifluoroacetate

https://huagongshe.com/reaction/1689283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 2,2-difluoro-4-(5-methylthiophene-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylateHCID 57989071—
SolventDichloromethaneHCID 6344—
Product(2,2-Difluoro-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(5-methylthiophen-2-yl)methanone trifluoroacetateHCID 67291912—

Reaction Steps

Trifluoroacetic acid (5 mL) was added to a solution of tert-butyl 2,2-difluoro-4-(5-methylthiophene-2-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecane-9-carboxylate (example 37, step d) (0.4 g) in dichloromethane (20 mL) at 20° C. The solution was allowed to stand at 20° C. for 25 minutes. Toluene (40 mL) was added and the solvents were removed under reduced pressure. The residue was evaporated down twice with acetonitrile. The resultant gum was triturated with ether to afford the subtitled compound. Yield 0.39 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148373B2
Source datasetuspto-grants-2012_04
ORD IDord-b968262be0f14375a7beb4e67562ef06
Source noteuspto-grants-2012_04