反応 #63323

ord-93b5320771d34f46812abfcf9d084688

反応方程式

O=Cc1ccc(O)cc1
4-Hydroxybenzaldehyde
[H-].[Na+]
sodium hydride
O=C1c2ccccc2C(=O)N1CCCBr
N-(3-Bromopropyl)phthalimide
O=Cc1ccc(OCCCN2C(=O)c3ccccc3C2=O)cc1
title compound
収率 68.3%
O=Cc1ccc(OCCCN2C(=O)c3ccccc3C2=O)cc1
2-[3-[4-Formylphenoxy]propyl]-1H-isoindole-1,3-dione
収率 68.3%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONThe mixture was poured onto ice
  2. 2
    その他the resulting white solid was recrystallised from a mixture of dichloromethane and cyclohexane

実験手順

4-Hydroxybenzaldehyde (24.4 g) and sodium hydride (4.8 g) in dry dimethylformamide (400 ml) were stirred at room temperature for 3 h. N-(3-Bromopropyl)phthalimide (55.0 g) was added and the reaction was stirred for a further 5 h. The mixture was poured onto ice and the resulting white solid was recrystallised from a mixture of dichloromethane and cyclohexane to yield the title compound (42.2 g) m.p. 120°-1°. TLC silica, ethyl acetate, Rf 0.7.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04764612uspto-grants-1988_08