Reaktion #69686

ord-26a2cbfbb4d34563afa8982f03fdf0ef

Reaktionsgleichung

O=C1OC(=O)c2c(O)cccc21
3-hydroxyphthalic anhydride
COc1ccc(CN)cc1
4-methoxybenzylamine
CC(=O)O
acetic acid
COc1ccc(CN2C(=O)c3cccc(O)c3C2=O)cc1
title compound
Ausbeute 81.1%
COc1ccc(CN2C(=O)c3cccc(O)c3C2=O)cc1
Hydroxy-2-(4-methoxy-benzyl)-isoindole-1,3-dione
Ausbeute 81.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool
  2. 2
    FiltrationThe white solid was collected by filtration
  3. 3
    Waschenwashed well with water
  4. 4
    Sonstigedried

Vorschrift

A mixture of 3-hydroxyphthalic anhydride (543 mg, 3.31 mmol), 4-methoxybenzylamine (0.43 mL, 3.31 mmol) and acetic acid (3 mL) was heated at 100° C. for 4 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (760 mg, 81%). 1H NMR (DMSO-d6) 11.03 (1H, s), 7.61 (1H, dd), 7.28 (1H, d), 7.23-7.19 (3H, m), 6.89-6.86 (2H, m), 4.63 (2H, s), 3.71 (3H, s). MS: [M−H+] 282.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08530469B2uspto-grants-2013_09