Reaktion #956099

ord-8751eac5577644d588bc9396371a866f

Reaktionsgleichung

Cc1nc2ccccc2o1
2-methylbenzo[d]oxazole
CC(=O)N(C)C
dimethyl acetamide
CN(C)/C=C/c1nc2ccccc2o1
title compound
Ausbeute 51.7%
CN(C)/C=C/c1nc2ccccc2o1
(E)-2-(Benzo[d]oxazol-2-yl)-N,N-dimethylethenamine
Ausbeute 51.7%

Lösungsmittel

Reaktionsbedingungen

Temperatur
145°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with EtOAc (100 mL×2)
  2. 2
    WaschenThe organic phase was washed
  3. 3
    Sonstigedried
  4. 4
    Einengenconcentrated
  5. 5
    SonstigeThe residue was purified by column chromatography

Vorschrift

A mixture of 2-methylbenzo[d]oxazole (3 g, 22.6 mmol) in DMF (3.2 g) and dimethyl acetamide (3.5 g, 29.3 mmol) was stirred under N2 at 145° C. overnight. Then the solution was poured into ice-water and extracted with EtOAc (100 mL×2). The organic phase was washed, dried and concentrated. The residue was purified by column chromatography to get the title compound (2.2 g). MS (ESI) m/z 134 (M+H+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08969349B2uspto-grants-2015_03