2-Methylaziridine → Acrylic acid-3-(2-methylaziridin-1yl)-3-oxopropyl ester

HRID 1802993

反応式

HRID 1802993 の反応式
[CH3:1][CH:2]1[CH2:4][NH:3]1.[OH-].[Na+].Cl[C:8]([CH2:10][CH2:11][O:12][C:13](=[O:16])[CH:14]=[CH2:15])=[O:9]>O.C(Cl)Cl>[CH3:1][CH:2]1[CH2:4][N:3]1[C:8](=[O:9])[CH2:10][CH2:11][O:12][C:13](=[O:16])[CH:14]=[CH2:15]

参加物

6

反応物 3

HCID 63772-MethylaziridineHCID 14798Sodium HydroxideHCID 57428991HCID 57428991、化合物

生成物 1

HCID 58070545Acrylic acid-3-(2-methylaziridin-1yl)-3-oxopropyl ester収率 74.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred 0° C. solution of 2-methylaziridine (5.1 g, about 80 mmol, 90% pure, available from Aldrich) and NaOH (3.6 g, 90 mmol) in a mixture of 50 mL of water and 25 mL of methylene chloride was added dropwise a solution of acrylic acid-2-chlorocarbonylethyl ester (11.6 g, 59 mmol) in 25 mL of methylene chloride. When the addition was complete, the reaction flask was removed from the ice bath and the reaction mixture was allowed to warm to room temperature and was stirred overnight. The phases were then separated and the methylene chloride phase was washed once with 25 mL of water, dried over K2CO3, filtered, and solvent removed at reduced pressure to leave 8.1 g of acrylic acid-3-(2-methylaziridin-1yl)-3-oxopropyl ester as a colorless oil. NMR and IR spectral analyses confirmed the structure of the product.

後処理

  1. additionWhen the addition
  2. customthe reaction flask was removed from the ice bath
  3. customThe phases were then separated
  4. washthe methylene chloride phase was washed once with 25 mL of water
  5. dry with materialdried over K2CO3
  6. filtrationfiltered
  7. customsolvent removed at reduced pressure

出典と根拠

ORDレコード
ord-c8612219ceeb41a19bf6f80a8c74b31b
出典データセット
uspto-grants-2013_01
特許番号
US08349962B2

関連ノート

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