Water → 3-Bromobenzo[b]thiophene-5-carboxaldehyde

HRID 581725ノート

反応式

HRID 581725 の反応式
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]=[C:7]([CH:10]=[O:11])[CH:8]=[CH:9][C:2]1=2.[Br:12]Br.O.C(OCC)(=O)C>C(O)(=O)C>[Br:12][C:4]1[C:3]2[CH:6]=[C:7]([CH:10]=[O:11])[CH:8]=[CH:9][C:2]=2[S:1][CH:5]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24408BromineHCID 139097Benzo(b)thiophene-5-carboxaldehyde

生成物 1

HCID 186916083-Bromobenzo[b]thiophene-5-carboxaldehyde

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of 3 g of benzo[b]thiophene-5-carbaldehyde in 30 ml of acetic acid is dropwise added 1.43 ml of bromine with ice-cooling. The temperature of the reaction mixture is elevated to room temperature, at which temperature the mixture is stirred for three hours. After the reaction, 50 ml of water and 50 ml of ethyl acetate are added to the thus stirred reaction mixture, and the resulting organic layer was separated, washed successively with water, a saturated aqueous sodium hydrogencarbonate solution and a saturated saline solution and then dried over anhydrous magnesium sulfate. Thereafter, the solvent is removed from the thus dried layer by distillation under reduced pressure. The residue obtained is purified by a moderate pressure column chromatography [eluent:hexane:ethyl acetate=20:1], to obtain 4.2 g of 3-bromobenzo[b]thiophene-5-carbaldehyde.

後処理

  1. temperaturecooling
  2. customis elevated to room temperature, at which temperature
  3. additionare added to the thus stirred reaction mixture
  4. customthe resulting organic layer was separated
  5. washwashed successively with water
  6. dry with materiala saturated aqueous sodium hydrogencarbonate solution and a saturated saline solution and then dried over anhydrous magnesium sulfate
  7. customThereafter, the solvent is removed from the thus dried layer by distillation under reduced pressure
  8. customThe residue obtained
  9. customis purified by a moderate pressure column chromatography [eluent:hexane:ethyl acetate=20:1]

出典と根拠

ORDレコード
ord-e56dfd084e2c48d28e927999c80e19bf
出典データセット
uspto-grants-1999_07
特許番号
US05922721

反応ノート

読み込み中…