反応 #1244284

ord-edceab3b36fa4b8e8de15299a09362c6

反応方程式

[Na+].[OH-]
sodium hydroxide
C[C@@H](CCCOS(C)(=O)=O)OS(C)(=O)=O
(S)-1,4-bis(methanesulfonyloxy)pentane
NCc1ccccc1
benzylamine
C[C@@H]1CCCN1Cc1ccccc1
(R)-1-benzyl-2-methylpyrrolidine
収率 100.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出an extraction
  2. 2
    濃縮The organic layer was concentrated under a reduced pressure
  3. 3
    その他to obtain a yellow oily substance
  4. 4
    その他This product was purified by silica gel column chromatography

実験手順

First, 2.49 g (9.6 mmol) of (S)-1,4-bis(methanesulfonyloxy)pentane produced in Example 5 and 5.13 g (47.9 mmol) of benzylamine were stirred at 70° C. for three hours. Subsequently, 30 mL of ethyl acetate and 4.0 g of a 20 weight percent aqueous solution of sodium hydroxide were added to the mixture to perform an extraction. The organic layer was concentrated under a reduced pressure to obtain a yellow oily substance. This product was purified by silica gel column chromatography. Thus, (R)-1-benzyl-2-methylpyrrolidine was obtained as a light yellow oily substance (1.83 g, yield: 100%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07807426B2uspto-grants-2010_10