Nitric Acid → 1-Bromo-2-methyl-3,4-dinitrobenzene

HRID 475239

反応式

HRID 475239 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[CH3:11].[N+:12]([O-])([OH:14])=[O:13]>OS(O)(=O)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:12]([O-:14])=[O:13])=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[CH3:11]

参加物

4

反応物 2

HCID 944Nitric AcidHCID 1235372-Bromo-6-nitrotoluene

生成物 1

HCID 158896331-Bromo-2-methyl-3,4-dinitrobenzene収率 77%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
5 °C

実験手順

To a cold (0° C.) solution of 2-bromo-6-nitrotoluene (43.2 g, 0.2 mol) in con H2SO4 (600 mL) was added HNO3 (37 g, 0.24 mol) in small portions with efficient agitation while maintaining the temperature at 0-10° C. The reaction mixture was allowed to slowly warm to RT with stirring overnight then poured into crushed ice (1600 g). The solid was collected by filtration, thoroughly washed with water and dried in air. The crude material was recrystallised from EtOAc/hexanes to afford 40 g (77%) of 1-bromo-2-methyl-3,4-dinitrobenzene (154) as a pale white solid: MS (ESI) m/z=262 [M+1]+.

後処理

  1. temperatureto slowly warm to RT
  2. additionthen poured
  3. filtrationThe solid was collected by filtration
  4. washthoroughly washed with water
  5. customdried in air
  6. customThe crude material was recrystallised from EtOAc/hexanes

出典と根拠

ORDレコード
ord-470db701f47c412ab0bb045e48df4d5f
出典データセット
uspto-grants-2014_01
特許番号
US08637537B2

関連ノート

読み込み中…