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

HRID 475239

반응식

HRID 475239 반응식
[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]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 1235372-Bromo-6-nitrotoluene

생성물 1

HCID 158896331-Bromo-2-methyl-3,4-dinitrobenzene수율 77%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
5 °C

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-470db701f47c412ab0bb045e48df4d5f
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637537B2

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