Water → N,2-Dimethyl-2-(methylsulfonyl)propanamide

HRID 623755ノート

反応式

HRID 623755 の反応式
[Na+].[CH3:2][S:3]([O-:5])=[O:4].N1C=CC=CC=1.Br[C:13]([CH3:19])([CH3:18])[C:14]([NH:16][CH3:17])=[O:15].O>CN(C=O)C.CCOC(C)=O>[CH3:17][NH:16][C:14](=[O:15])[C:13]([CH3:19])([S:3]([CH3:2])(=[O:5])=[O:4])[CH3:18]

参加物

7

反応物 4

HCID 962WaterHCID 1049PyridineHCID 2875602-Bromo-N,2-dimethylpropanamideHCID 2733271Sodium methanesulfinate

生成物 1

HCID 64088538N,2-Dimethyl-2-(methylsulfonyl)propanamide収率 24.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

To a suspension of methanesulfinic acid sodium salt (310 mg, 3.04 mmol) in dry DMF (3.5 mL) was added under a nitrogen atmosphere, dry pyridine (0.5 mL) and 2-bromo-N,2-dimethylpropanamide (365 mg, 2.027 mmol). The reaction mixture was stirred at 50° C. overnight, cooled and H2O (5 mL) and EtOAc (10 mL) were added. The aqueous layer was separated and extracted twice with EtOAc (5 mL). The combined organic phase was washed with brine (20 mL) and dried over Na2SO4. The solution was concentrated in vacuo and stirred in heptane (25 mL). The solids were filtered to give the desired product (88 mg, 23%) as a white solid.

後処理

  1. additionwas added under a nitrogen atmosphere
  2. temperaturecooled
  3. customThe aqueous layer was separated
  4. extractionextracted twice with EtOAc (5 mL)
  5. washThe combined organic phase was washed with brine (20 mL)
  6. dry with materialdried over Na2SO4
  7. concentrationThe solution was concentrated in vacuo
  8. stirringstirred in heptane (25 mL)
  9. filtrationThe solids were filtered

出典と根拠

ORDレコード
ord-39aaaab7e55d4c47bf0891f9cdd78753
出典データセット
uspto-grants-2016_04
特許番号
US09302988B2

反応ノート

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