Réaction #155312

ord-68defa27afa24eb5b49370275e20cb0f

Équation de réaction

CCCOc1cc2ccccc2cc1NC=C1C(=O)OC(C)(C)OC1=O
2,2-Dimethyl-5-[(3-propoxynaphthalen-2-ylamino) methylene][1,3]dioxane-4,6-dione
c1ccc(Oc2ccccc2)cc1
diphenyl ether
CCCOc1cc2ccccc2c2c(=O)cc[nH]c12
5-propoxy-4H-benzo[f]quinolin-1-one
Rendement 106.3%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethe mixture was heated with a mantle heater
  2. 2
    Températuremaintained
  3. 3
    Températureunder reflux for 2 hours
  4. 4
    Autrepurified
  5. 5
    ConcentrationThe purified product was concentrated to dryness under reduced pressure

Mode opératoire

2,2-Dimethyl-5-[(3-propoxynaphthalen-2-ylamino) methylene][1,3]dioxane-4,6-dione (4.19 g, 11.7 mmol) was added to diphenyl ether (15 ml), and the mixture was heated with a mantle heater and then maintained under reflux for 2 hours. The mixture was cooled to room temperature and purified using silica gel column chromatography (dichloromethane:methanol=70:1→9:1). The purified product was concentrated to dryness under reduced pressure, giving a dark brown powder of 5-propoxy-4H-benzo[f]quinolin-1-one (3.15 g, yield: 61%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE045108E1uspto-grants-2014_09