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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252050Generated: November 2, 2026

Tetrahydrofuran → HCID 85937151, compound

https://huagongshe.com/reaction/2252050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
ReactantHCID 19002669HCID 19002669—
ReactantButyllithiumHCID 178418339—
SolventDimethylformamideHCID 6228—
ProductHCID 85937151HCID 8593715194%

Reaction Steps

Cool a mixture of 1-(3,5-difluoro-phenoxymethyl)-pyrrolidine (0.1 g) and dry tetrahydrofuran (5 mL) to −78° C. under a nitrogen atmosphere. Add butyllithium (0.29 mL, 1.6 M in tetrahydrofuran) and N,N,N′,N′-tetramethylethylenediamine (0.5 mL) and stir for 30 minutes. Then, add dimethylformamide (0.07 mL) and stir at room temperature for 60 minutes. Quench by pouring the reaction mixture into a mixture of cold saturated aqueous ammonium chloride and ethyl acetate. Separate the layers, wash the organic phase with water and then concentrate under reduced pressure to provide (0.10 g, 94%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07320995B2
Source datasetuspto-grants-2008_01
ORD IDord-5e55c9512a2b4eb59fadc90566747e26
Source noteuspto-grants-2008_01