Sodium Sulfite → (2-Methanesulfonyl-benzyl)-carbamic acid tert-butyl ester

HRID 1819493ノート

反応式

HRID 1819493 の反応式
[CH:1]1C=C(Cl)C=C(C(OO)=O)C=1.[C:12]([O:16][C:17](=[O:28])[NH:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1SC)([CH3:15])([CH3:14])[CH3:13].[S:29]([O-:32])([O-])=[O:30].[Na+].[Na+]>C(Cl)Cl>[C:12]([O:16][C:17](=[O:28])[NH:18][CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=1[S:29]([CH3:1])(=[O:32])=[O:30])([CH3:15])([CH3:13])[CH3:14]

参加物

5

反応物 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 22464516N-Boc-2-(methylthio)-benzylamine

生成物 1

HCID 22464527(2-Methanesulfonyl-benzyl)-carbamic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

MCPBA (60%, 5.82 g, 20.2 mmol) was added to a solution of (2-methylsulfanyl-benzyl)-carbamic acid tert-butyl ester (2.5 g, 9.87 mmol) in DCM (100 mL) which was pre-cooled to 0 degrees C. After 5 h, 100 ml of a 10% aqueous solution of sodium sulfite (Na2SO3) was added to the reaction and the organic layers were collected, washed with saturated aqueous sodium carbonate (50 mL), dried over MgSO4, filtered and concentrated in-vacuo. Chromatography (silica, 0-15% MeOH in DCM) yielded 1.885 g of (2-methanesulfonyl-benzyl)-carbamic acid tert-butyl ester as an off-white solid.

後処理

  1. customthe organic layers were collected
  2. washwashed with saturated aqueous sodium carbonate (50 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in-vacuo

出典と根拠

ORDレコード
ord-a7f1f5a7fc954676a375da54cc698c83
出典データセット
uspto-grants-2009_10
特許番号
US07601714B2

反応ノート

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