N-bromobutanimide → 1-(Bromomethyl)-2,5-difluoro-4-nitrobenzene

HRID 515305

反応式

HRID 515305 の反応式
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([F:11])=[CH:4][C:3]=1[CH3:12].[Br:13]N1C(=O)CCC1=O>ClC1C=CC=CC=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:13][CH2:12][C:3]1[CH:4]=[C:5]([F:11])[C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[F:1]

参加物

5

反応物 2

HCID 67184N-bromobutanimide2 回HCID 2306581,4-Difluoro-2-methyl-5-nitrobenzene

生成物 1

HCID 534033971-(Bromomethyl)-2,5-difluoro-4-nitrobenzene収率 220.5%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒2 回HCID 7964Chlorobenzene溶媒

実験手順

1,4-Difluoro-2-methyl-5-nitrobenzene (1 g) was dissolved in chlorobenzene (6 mL) and N-bromosuccinimide (1.54 g) added followed by benzoyl peroxide (0.2 g). The reaction mixture was stirred at reflux for 2.5 hours then additional benzoyl peroxide (0.2 g) and N-bromosuccinimide (1.54 g) were added. The reaction was refluxed for 2 hours then was cooled to room temperature, quenched with water and extracted with dichloromethane (3×). The combined organics were dried and concentrated under reduced pressure. The oil obtained was triturated with diethyl ether, filtered and the filtrate concentrated under reduced pressure to yield the title compound (3.21 g).

後処理

  1. temperatureat reflux for 2.5 hours
  2. temperatureThe reaction was refluxed for 2 hours
  3. customquenched with water
  4. extractionextracted with dichloromethane (3×)
  5. customThe combined organics were dried
  6. concentrationconcentrated under reduced pressure
  7. customThe oil obtained
  8. customwas triturated with diethyl ether
  9. filtrationfiltered
  10. concentrationthe filtrate concentrated under reduced pressure

出典と根拠

ORDレコード
ord-502793d67fcb49f4b86ae129b0caa852
出典データセット
uspto-grants-2015_08
特許番号
US09108939B2

関連ノート

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