Dichloromethane → Butyl 4-(methylsulfonamido)piperidine-1-carboxylate

HRID 1844862ノート

反応式

HRID 1844862 の反応式
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:9])[CH2:4][CH2:3]1.[CH3:15][S:16](Cl)(=[O:18])=[O:17].CCN(C(C)C)C(C)C.ClCCl>O>[CH3:15][S:16]([NH:1][CH:2]1[CH2:3][CH2:4][N:5]([C:8]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:9])[CH2:6][CH2:7]1)(=[O:18])=[O:17]

参加物

6

反応物 4

HCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 23025360HCID 23025360、化合物

生成物 1

HCID 86700931Butyl 4-(methylsulfonamido)piperidine-1-carboxylate収率 96%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In a dried reaction flask, butyl 4-aminopiperidine-1-carboxylate (2.0 g, 10.0 mmol), methanesulfonyl chloride (0.77 mL, 10 mmol), and DIEA (2.6 mL, 15 mmol) were added to dichloromethane (40 mL). The mixture was stirred under an ice-water bath for 2 hr. LC-MS showed that the product was formed and the reactants vanished. The solution was concentrated under reduced pressure to produce a yellow oil. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, dried over anhydrous sodium sulfate, and was purified with silica-gel column chromatography (ethyl acetate:petroleum ether=1:2) to obtain a white solid (2.67 g) in 96.0% yield.

後処理

  1. customwas formed
  2. concentrationThe solution was concentrated under reduced pressure
  3. customto produce a yellow oil
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic phase was washed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customwas purified with silica-gel column chromatography (ethyl acetate:petroleum ether=1:2)

出典と根拠

ORDレコード
ord-c7aa5ea2f5b54b7196d7925e5472c681
出典データセット
uspto-grants-2015_02
特許番号
US08946279B2

反応ノート

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