6-Methylchrysene → 6-Bromomethylchrysene

HRID 399644

反応式

HRID 399644 の反応式
[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

参加物

6

反応物 2

HCID 155646-MethylchryseneHCID 67184N-bromobutanimide

生成物 1

HCID 109361336-Bromomethylchrysene収率 76%

試薬・触媒・溶媒 3

HCID 7187Benzoyl Peroxide触媒HCID 887Methanol溶媒HCID 7964Chlorobenzene溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-7dea783f879b4e408878849a522b38ad
出典データセット
uspto-grants-1998_10
特許番号
US05821387

関連ノート

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