Water → 3-Methyl-3-[(4-methylbenzene-1-sulfonyl)methyl]oxetane

HRID 8285ノート

反応式

HRID 8285 の反応式
[CH3:1][C:2]1([CH2:6]O)[CH2:5][O:4][CH2:3]1.[OH-].[Na+].[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1.O>C(Cl)Cl>[CH3:1][C:2]1([CH2:6][S:16]([C:13]2[CH:14]=[CH:15][C:10]([CH3:20])=[CH:11][CH:12]=2)(=[O:18])=[O:17])[CH2:5][O:4][CH2:3]1

参加物

6

反応物 4

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 1378373-Methyl-3-oxetanemethanol

生成物 1

HCID 220152623-Methyl-3-[(4-methylbenzene-1-sulfonyl)methyl]oxetane

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

3-methyl-3-oxetanemethanol (100 g, 0.98 mol) was dissolved in 250 mL methylene chloride, and a 35% solution of sodium hydroxide (143.60 g, 1.08 mol)was added, and the reaction was cooled to 0° C. A solution of p-toluenesulfonyl chloride was added (186.67 g, 0.98 mol) in 375 mL methylene chloride was added over 1 hour. A white precipitate formed immediately. The reaction was stirred for 10 additional hours. 1000 mL of water was added. The dichloromethane solution layer was then removed, and dried with sodium sulfate, and the solvent was removed. Yield: 217.77 grams of 3-methyl-3-tosylmethyloxetane as white crystals, 87%.

後処理

  1. additionwas added over 1 hour
  2. customA white precipitate formed immediately
  3. customThe dichloromethane solution layer was then removed
  4. dry with materialdried with sodium sulfate
  5. customthe solvent was removed

出典と根拠

ORDレコード
ord-9c4c3610f2df4ee7bbd50d06f17076ad
出典データセット
uspto-grants-2006_08
特許番号
US07087710B2

反応ノート

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