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

HRID 1819493노트

반응식

HRID 1819493 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a7f1f5a7fc954676a375da54cc698c83
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601714B2

반응 노트

불러오는 중…