Pyridine → N-allyltaurine isopropyl ester

HRID 587989ノート

反応式

HRID 587989 の反応式
ClCC[S:4](Cl)(=[O:6])=[O:5].[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.Cl.C(N)C=C.C(N(C(C)C)CC)(C)C.[CH3:28][CH:29]([OH:31])[CH3:30]>>[CH:29]([O:31][S:4](=[O:5])(=[O:6])[CH2:12][CH2:13][NH:8][CH2:9][CH:10]=[CH2:11])([CH3:30])[CH3:28]

参加物

6

反応物 5

HCID 1049PyridineHCID 3776IsopropanolHCID 15385Ethanesulfonylchloride, 2-chloro-HCID 81531DiisopropylethylamineHCID 82291Allylamine hydrochloride

生成物 1

HCID 86705345N-allyltaurine isopropyl ester収率 20%

実験手順

2-Chloroethylsulfonyl chloride (2 g, 12.3 mmol) was is dissolved in 2-propanol (20 mL), pyridine (2.7 mL) was added, and the mixture was stirred at room temperature for 3 hours. Allylamine hydrochloride (1.15 g, 12.3 mmol) and diisopropylethylamine (6.4 mL) was added, and stirred at room temperature for 3 hours. The reaction mixture was evaporated under reduced pressure, 5% sodium bicarbonate solution was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound (0.5 g, 2.4 mmol, 20%).

後処理

  1. stirringstirred at room temperature for 3 hours
  2. customThe reaction mixture was evaporated under reduced pressure, 5% sodium bicarbonate solution
  3. additionwas added to the residue
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-ed13c25d7b08414e8d7f473b0e7ec1a6
出典データセット
uspto-grants-2016_01
特許番号
US09227949B2

反応ノート

読み込み中…