(Bis(2-methoxyethyl)amino)sulfur trifluoride → HCID 53419027、化合物

HRID 245139

反応式

HRID 245139 の反応式
COCCN(S(F)(F)[F:11])CCOC.O[CH:15]1[CH2:20][CH2:19][N:18]([CH:21]2[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]2)[CH2:17][CH2:16]1>>[F:11][CH:15]1[CH2:20][CH2:19][N:18]([CH:21]2[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]2)[CH2:17][CH2:16]1

参加物

3

反応物 2

HCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 9835508tert-Butyl 4-hydroxy-[1,4'-bipiperidine]-1'-carboxylate

生成物 1

HCID 53419027HCID 53419027、化合物収率 60%

反応条件

温度
-78 °C

実験手順

Deoxo-Fluor® was added to a solution of 1,1-dimethylethyl 4-hydroxy-1,4′-bipiperidine-1′-carboxylate (0.500 g, 1.76 mmol) dropwise at −78° C. The mixture was maintained at −78° C. for 30 min before it was warmed to room temperature and stirred for 2 h. The mixture was washed with saturated aqueous sodium bicarbonate. The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo. The crude material was purified via column chromatography (1:200 methanol/methylene chloride) to afford 1,1-dimethylethyl 4-fluoro-1,4′-bipiperidine-1′-carboxylate (0.300 g, 60% yield) as a colorless oil.

後処理

  1. temperaturewas warmed to room temperature
  2. washThe mixture was washed with saturated aqueous sodium bicarbonate
  3. dry with materialThe organic phase was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude material was purified via column chromatography (1:200 methanol/methylene chloride)

出典と根拠

ORDレコード
ord-75d10dc72c0c4ec2945bb9e80a22e50c
出典データセット
uspto-grants-2014_02
特許番号
US08658636B2

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