Tert-Butylamine → ethyl-2-(N-tert-butylsulfamoyl)acetate

HRID 553464

反応式

HRID 553464 の反応式
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[CH2:6]([O:8][C:9]([CH2:11][S:12](Cl)(=[O:14])=[O:13])=[O:10])[CH3:7]>C1COCC1>[CH2:6]([O:8][C:9](=[O:10])[CH2:11][S:12](=[O:14])(=[O:13])[NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH3:7]

参加物

4

反応物 2

HCID 6385Tert-ButylamineHCID 12225100Ethyl (chlorosulfonyl)acetate

生成物 1

HCID 19833529ethyl-2-(N-tert-butylsulfamoyl)acetate収率 43%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-20 °C

実験手順

tert-Butylamine (7.9 mL, 75 mmol.) was dissolved in 50 mL of THF. The solution was cooled to −20° C. and (ethoxycarbonyl)methanesulfonyl chloride dissolved in 10 mL of THF was added slowly. The reaction mixture was allowed to warm to room temperature and stirred for 24 h. The mixture was filtered, and the filtrate concentrated in vacuo. The residue was purified by column chromatography (PE/EtOAc; 2:1) to afford ethyl-2-(N-tert-butylsulfamoyl)acetate (4.1 g, 43%).

後処理

  1. additionwas added slowly
  2. temperatureto warm to room temperature
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate concentrated in vacuo
  5. customThe residue was purified by column chromatography (PE/EtOAc; 2:1)

出典と根拠

ORDレコード
ord-794c0450771447b48a4f95417416d507
出典データセット
uspto-grants-2011_11
特許番号
US08048862B2

関連ノート

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