3,5-Dimethylchlorobenzene → 1-(Bromomethyl)-3-chloro-5-methylbenzene

HRID 426122

반응식

HRID 426122 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[CH:3]=1.[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.[W]>[Br:10][CH2:9][C:4]1[CH:5]=[C:6]([CH3:8])[CH:7]=[C:2]([Cl:1])[CH:3]=1

참가 물질

5

반응물 2

HCID 328873,5-DimethylchlorobenzeneHCID 67184N-bromobutanimide

생성물 1

HCID 123755491-(Bromomethyl)-3-chloro-5-methylbenzene수율 68%

시약·촉매·용매 2

HCID 23964Tungsten촉매HCID 5943Carbon Tetrachloride용매

실험 절차

The mixture of 1-Chloro-3,5-dimethyl-benzene (32 g, 0.23 mol) and N-bromosuccinimide (40.5 g, 0.23M) in carbon tetrachloride (400 ml) was refluxed for 3 hr under a light of 500 W tungsten light. After cooling to room temperature, the mixture was filtered and the filtrate was evaporated in vacuo and the residue was purified by silica gel column chromatography (eluent, hexane) to afford 33 g (68%) of a white solid. 1H NMR (200 MHz, CDCl3) δ: 2.32 (3H, s), 4.39 (2H, s), 7.10 (2H, s), 7.18 (1H, s).

후처리

  1. filtrationthe mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. customthe residue was purified by silica gel column chromatography (eluent, hexane)

출처 및 근거

ORD 기록
ord-4fa415f113bc427290a74a36b5a339d3
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106064B2

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