HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 85937151, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Reactant | HCID 19002669 | HCID 19002669 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 85937151 | HCID 85937151 | 94% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07320995B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-5e55c9512a2b4eb59fadc90566747e26 |
| Source note | uspto-grants-2008_01 |