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HRID 733451作成日:2026年10月26日

Tetrahydrofuran → (2r,5r)-2,5-Dimethyl-1-phenylphospholane

https://huagongshe.com/reaction/733451

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物PhenylphosphineHCID 12519—
反応物ButyllithiumHCID 178418339—
溶媒WaterHCID 962—
生成物(2r,5r)-2,5-Dimethyl-1-phenylphospholaneHCID 1095438771%

反応手順

One equivalent of n-BuLi (8.9 ml, 1.6 M. solution in n-hexane) is added slowly to a solution of 1.57 g phenylphosphine (14.3 mmol) in 100 ml of THF at −78° C. This is then stirred for a further two hours at room temperature. After cooling again to −78° C., one equivalent of the cyclic sulfate 1 in 10 ml of THF is added via a cannula and the reaction is allowed to end by stirring at 25° C. for 3 hours. Before adding a further 1.2 eq. of n-BuLi (9.8 ml) via syringe, the mixture is cooled again, n-BuLi is added and stirring is continued overnight. For the work-up, the solvent was drawn off in vacuo and the residue taken up in 5 ml of water and extracted with 50 ml of methylene chloride. After the phase separation the solvent is removed and the residue is distilled in vacuo. An almost colourless syrup is obtained in a yield of 71% (1.95 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07589215B2
出典データセットuspto-grants-2009_09
ORD IDord-b19d03fb287b44cdb37ec4b172246637
出典メモuspto-grants-2009_09