Hydrochloric Acid → (S)-3,3-Difluoro-5-(hydroxymethyl)pyrrolidin-2-one
反応式
[F:1][C:2]1([F:13])[C:11](=[O:12])[N:5]2C(C)(C)[O:7][CH2:8][C@@H:4]2[CH2:3]1.Cl>CO.O1CCOCC1>[F:1][C:2]1([F:13])[CH2:3][C@@H:4]([CH2:8][OH:7])[NH:5][C:11]1=[O:12]参加物
5
実験手順
To a solution of (S)-6,6-difluoro-3,3-dimethyl-dihydropyrrolo[1,2-c]oxazol-5(1H,3H,6H)-one (1.35 g, 0.706 mmol) in methanol (10 mL) was added HCl in dioxane (2.65 mL, 4N) under ice-water bath and then stirred at RT overnight. The reaction mixture was concentrated. The resulting residue was dissolved in THF (10 mL) and TEA (5 mL) was added. The resulting solution was stirred for 1 h. The reaction mixture was concentrated to give a crude mixture. Purification by flash column chromatography (hexanes/EtOAc) gave (S)-3,3-difluoro-5-(hydroxymethyl)pyrrolidin-2-one (0.80 g 75%). LRMS (M+H+)m/z 152.2.
後処理
- concentrationThe reaction mixture was concentrated
- dissolutionThe resulting residue was dissolved in THF (10 mL)
- additionTEA (5 mL) was added
- stirringThe resulting solution was stirred for 1 h
- concentrationThe reaction mixture was concentrated
- customto give a crude mixture
- customPurification by flash column chromatography (hexanes/EtOAc)
出典と根拠
- ORDレコード
- ord-1bc320c6b04b4a81ac57551dc3f2ee09
- 出典データセット
- uspto-grants-2014_06
- 特許番号
- US08759374B2
反応ノート
読み込み中…