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

HRID 1576659

반응식

HRID 1576659 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 8000Boron trifluoride etherate촉매HCID 241Benzene용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-58b789c282864d8eb44613f4516d772f
출처 데이터셋
uspto-grants-1976_09
특허 번호
US03982007

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