反应 #586172

ord-48007e43575c4c189af0cb2f31904af1

反应方程式

O=C([O-])[O-].[Cs+].[Cs+]
Cs2CO3
NS(=O)(=O)CCCC(=O)O
4-(aminosulfonyl)butanoic acid
BrCc1ccccc1
benzyl bromide
NS(=O)(=O)CCCC(=O)OCc1ccccc1
title compound
收率 27.0%
NS(=O)(=O)CCCC(=O)OCc1ccccc1
benzyl 4-(aminosulfonyl)butanoate
收率 27.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.WAITthe reaction left
  2. 2
    过滤filtering
  3. 3
    浓缩The filtered liquor was concentrated in vacuo
  4. 4
    洗涤washed with saturated aqueous NaHCO3, water and brine
  5. 5
    干燥before being dried over Na2SO4
  6. 6
    过滤filtered
  7. 7
    浓缩concentrated in vacuo

实验过程

Cs2CO3 (0.51 eq) was added to a solution of 4-(aminosulfonyl)butanoic acid (1 M) in DMF. After 1 h, benzyl bromide (1 eq) was introduced and the reaction left to stir overnight before diluting with DCM and filtering. The filtered liquor was concentrated in vacuo, the residue taken up in DCM and washed with saturated aqueous NaHCO3, water and brine, before being dried over Na2SO4, filtered and concentrated in vacuo. Trituration of the residue with Et2O afforded the title compound as a white solid (27%). (ES+) m/z 280 (M+Na)+

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07767660B2uspto-grants-2010_08