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

HRID 1977814노트

반응식

HRID 1977814 반응식
[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]

참가 물질

5

반응물 4

HCID 176Acetic Acid2회HCID 260Hydrogen BromideHCID 24408BromineHCID 123412855-Nitro-2,3-dihydro-1H-inden-1-one

생성물 1

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

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-01be65609045459fb3eb1a59cbdd43b5
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235763B1

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