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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907601Generated: October 30, 2026

8-Trifluoroacetyl-1,4-dioxa-8-azaspiro[4.5]decane → 8-(2,2,2-Trifluoroethyl)-1,4-dioxa-8-azaspiro[4.5]decane

https://huagongshe.com/reaction/907601

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Trifluoroacetyl-1,4-dioxa-8-azaspiro[4.5]decaneHCID 2991921—
SolventTetrahydrofuranHCID 8028—
Solvent(Dimethyl sulfide)trihydroboronHCID 12423031—
Product8-(2,2,2-Trifluoroethyl)-1,4-dioxa-8-azaspiro[4.5]decaneHCID 67007162100.8%

Reaction Steps

In the solution of 1-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-2,2,2-trifluoroethanone (20 g, 83.7 mmol) in THF, borane-methyl sulfide complex (83.7 ml, 2M solution in THF) was added at 0° C. After refluxing the reaction mixture for 12 h, the reaction was cooled and quenched with MeOH. After removal of THF, the residue was extracted with ethyl acetate and washed with brine, dried with MgSO4 and concentrated to give 8-(2,2,2-trifluoroethyl)-1,4-dioxa-8-aza-spiro[4.5]decane (19 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013186B2
Source datasetuspto-grants-2011_09
ORD IDord-001a907d656f4da49da5254b545905e4
Source noteuspto-grants-2011_09