反应 #1797517

ord-7e0ec03df734456c9f3d96305423e8bd

反应方程式

CC(C)(C)c1ccc(N2CCN(c3ccc(CO)cc3)C2=O)cc1
1-(4-tert-butylphenyl)-3-(4-(hydroxymethyl)phenyl)imidazolidin-2-one
C[N+]1([O-])CCOCC1
4-methylmorpholine N-oxide
CCC[N+](CCC)(CCC)CCC
tetrapropylammonium
CC(C)(C)c1ccc(N2CCN(c3ccc(C=O)cc3)C2=O)cc1
4-(3-(4-tert-Butylphenyl)-2-oxoimidazolidin-1-yl)benzaldehyde

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The solids were filtered
  2. 2
    浓缩the filtrated was concentrated
  3. 3
    其他The residue was purified on ISCO system (2% methanol in dichloromethane)
  4. 4
    其他to give a pure product as a white crystalline (72 mg, 73%)

实验过程

A mixture of 1-(4-tert-butylphenyl)-3-(4-(hydroxymethyl)phenyl)imidazolidin-2-one (100 mg, 0.31 mmol), 4-methylmorpholine N-oxide (72 mg, 0.62 mmol), and 4 A molecular sieves (100 mg) in 10 ml of acetonitrile was treated with tetrapropylammonium perruthnate and the resulting mixture was stirred at room temperature for 3 hours. The solids were filtered and the filtrated was concentrated. The residue was purified on ISCO system (2% methanol in dichloromethane) to give a pure product as a white crystalline (72 mg, 73%): 1H NMR (400 MHz, CDCl3) δ 9.93 (s, 1H), 7.81 (d, 2H), 7.79 (d, 2H), 7.50 (d, 2H), 7.40 (d, 2H), 4.03 (s, 4H), 1.33 (s, 9H). MS (ESI) m/z: Calculated: 322.17; Observed: 323.1 (M++1).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07790707B2uspto-grants-2010_09