Ethanol → 2-Fluoro-3,4-dihydroxy-5-nitrobenzonitrile

HRID 725364ノート

反応式

HRID 725364 の反応式
[F:1][C:2]1[C:9]([OH:10])=[C:8]([O:11]C)[C:7]([N+:13]([O-:15])=[O:14])=[CH:6][C:3]=1[C:4]#[N:5].B(Br)(Br)Br.C(O)C>C(Cl)Cl>[F:1][C:2]1[C:9]([OH:10])=[C:8]([OH:11])[C:7]([N+:13]([O-:15])=[O:14])=[CH:6][C:3]=1[C:4]#[N:5]

参加物

5

反応物 3

HCID 702EthanolHCID 25134Boron tribromide2 回HCID 214591212-Fluoro-3-hydroxy-5-nitro-p-anisonitrile

生成物 1

HCID 214589472-Fluoro-3,4-dihydroxy-5-nitrobenzonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

550 mg of 2-fluoro-3-hydroxy-5-nitro-p-anisonitrile are dissolved in 30 ml of methylene chloride, whereupon the solution is treated with 0.44 ml of boron tribromide. After stirring at 23° for 6 hours an additional 0.1 ml of boron tribromide are added thereto, whereupon the mixture is stirred at 23° for an additional 1.5 hours. Thereupon, 3 ml of ethanol are added thereto at -15°. The reaction mixture is evaporated and the residue is dried in a high vacuum at 23°. By recrystallization from ether/hexane there is obtained 2-fluoro-3,4-dihydroxy-5-nitrobenzonitrile of m.p. 154°.

後処理

  1. additionare added
  2. customat -15°
  3. customThe reaction mixture is evaporated
  4. customthe residue is dried in a high vacuum at 23°
  5. customBy recrystallization from ether/hexane there

出典と根拠

ORDレコード
ord-4b8ad8adf640423ebca6da78ff228d3b
出典データセット
uspto-grants-1998_01
特許番号
US05705703

反応ノート

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