Water → 2,4,6-Tris(bromomethyl)nitrobenzene

HRID 5552

반응식

HRID 5552 반응식
[Br:1][CH2:2][C:3]1[CH:8]=[C:7]([CH2:9][Br:10])[CH:6]=[C:5]([CH2:11][Br:12])[CH:4]=1.F[B-](F)(F)F.[O:18]=[N+:19]=[O:20].O>CC#N>[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([CH2:11][Br:12])[CH:6]=[C:7]([CH2:9][Br:10])[C:8]=1[N+:19]([O-:20])=[O:18]

참가 물질

5

반응물 3

HCID 962WaterHCID 5302581,3,5-Tris(bromomethyl)benzeneHCID 11073463Nitronium tetrafluoroborate

생성물 1

HCID 149591702,4,6-Tris(bromomethyl)nitrobenzene수율 86.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

To a solution of 5 g (0.014 mole) of the tribromide 8 in 100 ml of CH3CN was added, at room temperature and under argon atmosphere, in a dropwise fashion 3.72 g (0.028 mole) of nitronium tetrafluoroborate in 200 ml of CH3CN. The solution was then stirred for 20 minutes longer, poured into water and the mixture extracted with CH2Cl2. The CH2Cl2 extracts were washed with 10% NaHCO3, dried (Na2SO4) and solvents removed to afford 4.86 g (86%) of the desired nitro compound 27: NMR (CDCl3) 4.5 (s,6,--CH2Br), 7.55 (s,--C6H2).

후처리

  1. extractionthe mixture extracted with CH2Cl2
  2. washThe CH2Cl2 extracts were washed with 10% NaHCO3
  3. dry with materialdried (Na2SO4) and solvents
  4. customremoved

출처 및 근거

ORD 기록
ord-728658d230cb49b7815fa4f092792817
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05245038

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