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Methyl iodide → N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamide

HRID 1258170
ノート
印刷プレビュー

反応式

HRID 1258170 の反応式
[C:1]([Si:5]([CH3:22])([CH3:21])[O:6][C@@H:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C@H:8]1[NH:16][S:17]([CH3:20])(=[O:19])=[O:18])([CH3:4])([CH3:3])[CH3:2].[C:23]([O-])([O-])=O.[Cs+].[Cs+].CI.[OH-].[Na+]>CN(C=O)C.C(Cl)Cl>[C:1]([Si:5]([CH3:22])([CH3:21])[O:6][C@@H:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C@H:8]1[N:16]([CH3:23])[S:17]([CH3:20])(=[O:19])=[O:18])([CH3:4])([CH3:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 14798Sodium HydroxideHCID 58450866N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-methanesulphonamide

生成物 1

HCID 58450838N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-N-methyl-methanesulphonamide

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 6344Dichloromethane溶媒

実験手順

N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-indan-1-yl]-methanesulphonamide (0.50 g) is dissolved in 2 mL DMF and mixed with Cs2CO3 (0.96 g, 2.93 mmol) and MeI (0.10 mL). The reaction mixture is stirred for 2 h and, once the reaction has ended, combined with DCM and NaOH (1 N). The organic phase is dried on MgSO4 and freed from the solvent using the rotary evaporator. After dissolving in acetonitrile water is added. The precipitate formed is filtered off, washed with water and taken up in DCM. After drying on MgSO4 the solvent is eliminated using the rotary evaporator.

後処理

  1. customThe organic phase is dried on MgSO4
  2. customthe rotary evaporator
  3. dissolutionAfter dissolving in acetonitrile water
  4. additionis added
  5. customThe precipitate formed
  6. filtrationis filtered off
  7. washwashed with water
  8. customAfter drying on MgSO4 the solvent
  9. customthe rotary evaporator

出典と根拠

ORDレコード
ord-d090893ec286428fa87a90e23598adc9
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08466155B2

反応ノート

読み込み中…

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