Acetic Acid → 2-Bromo-6-nitro-1-indanone

HRID 1977814ノート

反応式

HRID 1977814 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2C(=C[CH:12]=1)[C:9](=O)[CH2:8][CH2:7]2)([O-:3])=[O:2].[BrH:14].BrBr.[C:17]([OH:20])(=O)[CH3:18]>>[Br:14][CH:9]1[CH2:8][C:7]2[C:18](=[CH:12][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C:17]1=[O:20]

参加物

5

反応物 4

HCID 176Acetic Acid2 回HCID 260Hydrogen BromideHCID 24408BromineHCID 123412855-Nitro-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 110650202-Bromo-6-nitro-1-indanone

実験手順

7.1 g (0.04 mol) of 5-nitroindan-1-one are dissolved in 135 ml of glacial acetic acid, and 1.12 ml of 48 percent hydrobromic acid solution are added. Then 2.06 ml of bromine in 40 ml of glacial acetic acid are added dropwise at room temperature to the solution, which is then stirred for 2 h. The reaction mixture is poured into ice-water and extracted with dichloromethane and, after drying, the solvent is removed from the organic phase in vacuo. The residue is purified by column filtration (silica gel; dichloromethane). 2-Bromo-6-nitroindan-1-one is obtained with a melting point of 113° C.

後処理

  1. extractionextracted with dichloromethane
  2. customafter drying
  3. customthe solvent is removed from the organic phase in vacuo
  4. filtrationThe residue is purified by column filtration (silica gel; dichloromethane)

出典と根拠

ORDレコード
ord-01be65609045459fb3eb1a59cbdd43b5
出典データセット
uspto-grants-2001_05
特許番号
US06235763B1

反応ノート

読み込み中…