反応 #2069552

ord-1e308309535545f98a22b0e5b6e59c2b

反応方程式

O=C(O)c1ccc2c(c1)C(=O)c1ccccc1CO2
oxepincarboxylic acid
O=C(O)c1ccc2c(c1)C(=O)c1ccccc1CO2
6,11-dihydro-11-oxodibenz[b,e]oxepin-2-carboxylic acid
O=S(Cl)Cl
thionyl chloride
O=C(Cl)c1ccc2c(c1)C(=O)c1ccccc1CO2
6,11-dihydro-11-oxodibenz[b,e]oxepin-2-carboxylic acid chloride

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度by heating
  2. 2
    温度under reflux for one hour

実験手順

Next, 30.44 g of oxepincarboxylic acid III obtained above was allowed to react with 30 ml of thionyl chloride in 200 ml of toluene by heating under reflux for one hour. Concentration of the reaction mixture to dryness under reduced pressure gave 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-carboxylic acid chloride IV in a quantitative yield. One half of this acid chloride IV was added to 300 ml of ethanol, and the mixture was stirred at room temperature for three hours and concentrated under reduced pressure. The residue was dissolved in chloroform, and the solution was washed with a saturated aqueous solution of sodium bicarbonate, dehydrated and concentrated to dryness to obtain 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-carboxylic acid ethyl ester V in a quantitative yield. Recrystallization from n-hexane gave pure crystals having a melting point of 104°-105° C. IR spectrum (KBr tablet, cm-1): 2980, 1710, 1650, 1610, 1250, 1010.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04596804uspto-grants-1986_06