N-bromobutanimide → 1-(Bromomethyl)-4-chloro-2-iodobenzene

HRID 1348883

반응식

HRID 1348883 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([I:9])[CH:3]=1.[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:10][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=1[I:9]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 141766Benzene, 4-chloro-2-iodo-1-methyl-

생성물 1

HCID 129309611-(Bromomethyl)-4-chloro-2-iodobenzene수율 64.6%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of 4-chloro-2-iodo-1-methylbenzene (3.95 g, 15.6 mmol), N-bromosuccinimide (3.10 g, 17.6 mmol), and benzoyl peroxide (0.1 g) in carbon tetrachloride (100 mL) was heated to reflux for 48 hours, filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 4:100 ethyl acetate/hexanes to provide 3.34 g (64%) of the desired product. MS (DCI/NH3) m/z 330, 332 (M+H)30; 1H NMR (CDCl3) δ 7.85 (d, 1H), 7.40-7.32 (m, 2H), 4.59 (s, 2H).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 48 hours
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe concentrate was purified by flash column chromatography on silica gel with 4:100 ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-0c73544aaf074639b176ee31bd481435
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07211595B2

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