Tetrahydrofuran → 2-Methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide

HRID 624272

反応式

HRID 624272 の反応式
[CH3:1][C:2]([S:5]([NH2:7])=[O:6])([CH3:4])[CH3:3].[O:8]1[CH2:12][CH2:11][CH2:10]C1.O1CC(=O)C1>[Cl-].[Na+].O.C(O[Ti](OCC)(OCC)OCC)C>[CH3:1][C:2]([S:5]([N:7]=[C:11]1[CH2:10][O:8][CH2:12]1)=[O:6])([CH3:4])[CH3:3]

参加物

6

反応物 3

HCID 8028TetrahydrofuranHCID 3382465Tert-ButanesulfinamideHCID 150242543-Oxetanone

生成物 1

HCID 468399952-Methyl-N-(oxetan-3-ylidene)propane-2-sulfinamide

試薬・触媒・溶媒 2

HCID 178477244HCID 178477244、化合物触媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
50 °C

実験手順

To a 250 mL round-bottomed flask was added 2-methylpropane-2-sulfinamide (3.36 g, 27.8 mmol) followed by tetraethoxytitanium (11.64 ml, 55.5 mmol) to a tetrahydrofuran (69.4 ml) solution of oxetan-3-one (2 g, 27.8 mmol) at room temperature. The mixture was stirred at 50° C. for 5 hours, cooled and poured into brine. The suspension was filtered through a pad of diatomaceous earth eluting with ethyl acetate. The organics were combined, dried with sodium sulfate, filtered and concentrated under vacuum. The residue was purified by regular phase flash column chromatography to give the title compound.

後処理

  1. temperaturecooled
  2. filtrationThe suspension was filtered through a pad of diatomaceous earth
  3. washeluting with ethyl acetate
  4. dry with materialdried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customThe residue was purified by regular phase flash column chromatography

出典と根拠

ORDレコード
ord-3d453ee755554741a9d6bc4cb6c12527
出典データセット
uspto-grants-2016_04
特許番号
US09302989B2

関連ノート

読み込み中…