5-Nitrofurfuryl alcohol → 2-(2-Chlorophenyl)-3-(5-nitro-2-furyl)acrolein

HRID 1576659

反応式

HRID 1576659 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][O:10]C.[N+:12]([C:15]1[O:21][C:18]([CH2:19]O)=[CH:17][CH:16]=1)([O-:14])=[O:13]>C1C=CC=CC=1.C(OCC)C.FB(F)F>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[CH:19][C:18]1[O:21][C:15]([N+:12]([O-:14])=[O:13])=[CH:16][CH:17]=1)[CH:9]=[O:10]

参加物

5

反応物 2

HCID 172305-Nitrofurfuryl alcoholHCID 541782831-Chloro-2-(2-methoxyvinyl)benzene

生成物 1

HCID 544706292-(2-Chlorophenyl)-3-(5-nitro-2-furyl)acrolein

試薬・触媒・溶媒 2

HCID 8000Boron trifluoride etherate触媒HCID 241Benzene溶媒

実験手順

4.0 g of 1-(2-chlorophenyl)-2-methoxyethylene are added dropwise within 20 minutes to 9.55 g of 5-nitrofurfurol in 12 cc of dry benzene at room temperature after the addition of one drop of diethyl ether/trifluoroborane. The mixture is stirred at 35°-40° for 1 hour and is then successively washed with a 5% aqueous sodium acetate solution and water, the benzene solution is dried over magnesium sulphate and concentrated by evaporation. The residue is taken up in 3 cc of concentrated hydrochloric acid, 17 cc of water and 120 cc of glacial acetic acid, and the mixture is stirred at 80°-85° for 3 hours. The mixture is concentrated in a vacuum, and, after cooling, the title compound is obtained as yellow crystals having a M.P. of 148°-151°.

後処理

  1. washis then successively washed with a 5% aqueous sodium acetate solution and water
  2. dry with materialthe benzene solution is dried over magnesium sulphate
  3. concentrationconcentrated by evaporation
  4. stirring17 cc of water and 120 cc of glacial acetic acid, and the mixture is stirred at 80°-85° for 3 hours
  5. concentrationThe mixture is concentrated in a vacuum
  6. temperatureafter cooling

出典と根拠

ORDレコード
ord-58b789c282864d8eb44613f4516d772f
出典データセット
uspto-grants-1976_09
特許番号
US03982007

関連ノート

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