Bromine → 4'-(Bromomethyl)-2-cyanobiphenyl

HRID 982902

반응식

HRID 982902 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]#[N:15])=[CH:4][CH:3]=1.[Br:16]([O-])(=O)=O.[Na+].BrBr>N(C(C)(CC)C#N)=NC(C)(CC)C#N.ClC1C=CC=CC=1>[Br:16][CH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]#[N:15])=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 24408BromineHCID 1455122-Cyano-4'-methylbiphenylHCID 23668195Sodium Bromate

생성물 1

HCID 15019124'-(Bromomethyl)-2-cyanobiphenyl수율 493.9%

시약·촉매·용매 2

HCID 930792,2'-Azobis(2-methylbutyronitrile)촉매HCID 7964Chlorobenzene용매

반응 조건

온도
5 °C

실험 절차

4′-Methyl-2-cyanobiphenyl (105 g, 0.54 mol) and sodium bromate (12.3 g, 0.082 mol) were added to monochlorobenzene (300 g) and the internal temperature was set for 65° C. 2,2′-Azobis(2-methylbutyronitrile) (2.0 g, 0.010 mol) was added, bromine (45.6 g, 0.29 mol) was added dropwise over 5 hr and the reaction mixture was maintained at this temperature for 1 hr. The resulting inorganic salt was filtered off and the reaction mixture was cooled to 5° C. The precipitated crystals were collected by filtration to give 4′-bromomethyl-2-cyanobiphenyl (110 g, 0.405 mol). The yield was 75%.

후처리

  1. customwas set for 65° C
  2. temperaturethe reaction mixture was maintained at this temperature for 1 hr
  3. filtrationThe resulting inorganic salt was filtered off
  4. filtrationThe precipitated crystals were collected by filtration

출처 및 근거

ORD 기록
ord-f014279446cc4d9097cad5e0f5cf5f8f
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06861549B2

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