Sodium Methoxide → 4-(Methoxymethyl)-4-methyloxazolidin-2-one

HRID 539109ノート

反応式

HRID 539109 の反応式
CC1C=CC(S([O:11][CH2:12][C:13]2([CH3:19])[CH2:17][O:16][C:15](=[O:18])[NH:14]2)(=O)=O)=CC=1.[CH3:20][O-].[Na+]>CO.O>[CH3:20][O:11][CH2:12][C:13]1([CH3:19])[CH2:17][O:16][C:15](=[O:18])[NH:14]1

参加物

5

反応物 2

HCID 10942334Sodium MethoxideHCID 57461222(4-Methyl-2-oxooxazolidin-4-yl)methyl 4-methylbenzenesulfonate

生成物 1

HCID 655855284-(Methoxymethyl)-4-methyloxazolidin-2-one収率 85%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a round bottom flask containing (4-methyl-2-oxooxazolidin-4-yl)methyl 4-methylbenzenesulfonate (300 mg, 1.05 mmol) was added under a nitrogen atmosphere 3 ml of sodium methoxide in methanol solution (25% wt). The resulting thick suspension was stirred at ambient temperature for 24 hours, and then heated at 80° C. for 18 hours. The reaction was cooled to ambient temperature, diluted with water, and the pH was adjusted to neutral. The mixture was concentrated, and the resulting solids were extracted with DCM and EtOAc. The combined organic layer was concentrated to afford 4-(methoxymethyl)-4-methyloxazolidin-2-one (129 mg, 85%) as an oil.

後処理

  1. temperatureheated at 80° C. for 18 hours
  2. temperatureThe reaction was cooled to ambient temperature
  3. concentrationThe mixture was concentrated
  4. extractionthe resulting solids were extracted with DCM and EtOAc
  5. concentrationThe combined organic layer was concentrated

出典と根拠

ORDレコード
ord-9cfd8d0d48544e7cb0673e2f782cb389
出典データセット
uspto-grants-2014_10
特許番号
US08865726B2

反応ノート

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