6-Methylchrysene → 6-Bromomethylchrysene

HRID 399644

반응식

HRID 399644 반응식
[CH3:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[CH:15]3)[CH:12]=[CH:11][C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]2=1.[Br:20]N1C(=O)CCC1=O>ClC1C=CC=CC=1.CO.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:20][CH2:1][C:2]1[CH:3]=[C:4]2[C:13](=[C:14]3[C:19]=1[CH:18]=[CH:17][CH:16]=[CH:15]3)[CH:12]=[CH:11][C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]2=1

참가 물질

6

반응물 2

HCID 155646-MethylchryseneHCID 67184N-bromobutanimide

생성물 1

HCID 109361336-Bromomethylchrysene수율 76%

시약·촉매·용매 3

HCID 7187Benzoyl Peroxide촉매HCID 887Methanol용매HCID 7964Chlorobenzene용매

반응 조건

온도
50 °C

실험 절차

A solution of 6-methylchrysene (4,85 g, 20 mmol), N-bromosuccinimide (3.60 g, 20.2 mmol), and benzoyl peroxide (0.242 g, 1.0 mmol) in chlorobenzene (100 mL) was heated under nitrogen at 80° C. After 1 hour, NMR analysis indicated that the starting material had been consumed. The solution was cooled to 50° C. at which point a solid precipitate had formed. The mixture was diluted with methanol (100 mL) and further cooled to ambient temperature. The mixture was filtered and the solid washed with methanol to give 4.87 g (76% yield) of 6-bromomethylchrysene. 1H NMR (CDCl3) 5.17 (s, 2H), 7.25 (m, 4 H), 8.0 (t, J=8.7 Hz, 2 H), 8.31 (m, 1 H), 8.67 (d, J=9.0 Hz), 8.75 (d, J=9.0 Hz, 1 H), 8.81 (m, 2 H).

후처리

  1. customhad been consumed
  2. customhad formed
  3. temperaturefurther cooled to ambient temperature
  4. filtrationThe mixture was filtered
  5. washthe solid washed with methanol

출처 및 근거

ORD 기록
ord-7dea783f879b4e408878849a522b38ad
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05821387

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