N-bromobutanimide → 4-Bromomethyl-4'-nitrobenzophenone

HRID 634800ノート

反応式

HRID 634800 の反応式
[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[Br:19]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:19][CH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[O:7])=[CH:17][CH:18]=1

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 2191314-Methyl-4'-nitrobenzophenone

生成物 1

HCID 143775484-Bromomethyl-4'-nitrobenzophenone収率 112.4%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

Benzoyl peroxide (0.012 g) was added to a mixture of 4-(4-methylbenzoyl)-nitrobenzene (1.20 g) and N-bromosuccinimide (0.89 g) suspended in carbon tetrachloride (63 mL). The reaction mixture was refluxed under argon for 4 hours while illuminated with an incandescent lamp. The mixture was filtered, and the yellow solution containing the crude product was evaporated, chromatographed on silica gel, eluting with hexane/ethyl acetate, to give 4-(4-bromomethylbenzoyl)-nitrobenzene (1.79 g, 81%) as a white solid, m.p. 112.7-113.1° C.

後処理

  1. temperatureThe reaction mixture was refluxed under argon for 4 hours
  2. customwhile illuminated with an incandescent lamp
  3. filtrationThe mixture was filtered
  4. additionthe yellow solution containing the crude product
  5. customwas evaporated
  6. customchromatographed on silica gel
  7. washeluting with hexane/ethyl acetate

出典と根拠

ORDレコード
ord-55d16c958f394beb8e9d507948fa47c6
出典データセット
uspto-grants-2001_02
特許番号
US06184242B2

反応ノート

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