Ethanol → Ethyl alpha-nitro-9H-xanthene-9-acetate

HRID 258187

反応式

HRID 258187 の反応式
O[CH:2]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:9][C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[N+:16]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])([O-:18])=[O:17].[OH-].[K+].C(O)C>O>[N+:16]([CH:19]([CH:2]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:9][C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:20]([O:22][CH2:23][CH3:24])=[O:21])([O-:18])=[O:17]

参加物

6

反応物 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 69379Ethyl nitroacetateHCID 72861Xanthydrol

生成物 1

HCID 15290758Ethyl alpha-nitro-9H-xanthene-9-acetate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

9-Hydroxyxanthene (9.9 g, 50 mmol) and ethyl nitroacetate (6.1 mL, 55 mol) are mixed and heated at 100° C. (oil bath) for 1.5 hours. After cooling, a waxy mixture is suspended in 40 mL of absolute alcohol and 40 mL of 1.25 M of ethanolic potassium hydroxide solution is added. The solution is stirred for 45 minutes at room temperature and ethanol is stripped off. The remaining solid is suspended in water and extracted with diethyl ether. The aqueous portion is acidified with 85% phosphoric acid to pH 2 to 3 to give a white suspension which is cooled overnight. The precipitate is collected by filtration and dried in a vacuum oven at 50° C. This gives 9.18 g of the title compound as a white solid; mp 89°-91° C.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with diethyl ether
  3. customto give a white suspension which
  4. temperatureis cooled overnight
  5. filtrationThe precipitate is collected by filtration
  6. customdried in a vacuum oven at 50° C

出典と根拠

ORDレコード
ord-0ae9fb3e0f2140cf8791a86601f25eb2
出典データセット
uspto-grants-1993_11
特許番号
US05264577

関連ノート

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