Boron tribromide → 2-Bromo-1-(3,4-dihydroxy-5-nitro-phenyl)-ethanone

HRID 274477

反応式

HRID 274477 の反応式
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([OH:14])=[C:7]([O:15]C)[CH:6]=1)=[O:4].B(Br)(Br)Br>C(Cl)Cl>[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([OH:14])=[C:7]([OH:15])[CH:6]=1)=[O:4]

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 144509832-Bromo-4'-hydroxy-3'-methoxy-5'-nitroacetophenone

生成物 1

HCID 218455962-Bromo-1-(3,4-dihydroxy-5-nitro-phenyl)-ethanone

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A suspension of 29.0 g of 2-bromo-4'-hydroxy-3'-methoxy-5'-nitroacetophenone in 700 ml of dry methylene chloride is treated at -20° within 30 minutes with a solution of 125.3 g of boron tribromide in 300 ml of dry methylene chloride. After the addition the mixture is stirred at -20° for a further 1 hour and at room temperature for 16 hours, then evaporated, the residue is treated cautiously with water while cooling with ice and stirred at 50° for 30 minutes. After cooling the mixture is extracted with ether, the ethereal phase is washed with water, dried over sodium sulfate, filtered and evaporated. There is obtained 2-bromo-3',4'-dihydroxy-5'-nitroacetophenone of m.p. 138°-140° (from methylene chloride).

後処理

  1. additionAfter the addition the mixture
  2. customevaporated
  3. additionthe residue is treated cautiously with water
  4. temperaturewhile cooling with ice
  5. stirringstirred at 50° for 30 minutes
  6. temperatureAfter cooling the mixture
  7. extractionis extracted with ether
  8. washthe ethereal phase is washed with water
  9. dry with materialdried over sodium sulfate
  10. filtrationfiltered
  11. customevaporated

出典と根拠

ORDレコード
ord-41984e31f2db426abf9494899f940258
出典データセット
uspto-grants-1995_02
特許番号
US05389653

関連ノート

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