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Bromide ion → 2-(2,4-Difluorophenyl)-1-(4-iodophenyl)ethanone

HRID 850097
ノート
印刷プレビュー

反応式

HRID 850097 の反応式
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH2:4]Br.[Mg].[Br-].CON(C)[C:16]([C:18]1[CH:23]=[CH:22][C:21]([I:24])=[CH:20][CH:19]=1)=[O:17]>CCOCC>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH2:4][C:16]([C:18]1[CH:23]=[CH:22][C:21]([I:24])=[CH:20][CH:19]=1)=[O:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 259Bromide ionHCID 902971-(Bromomethyl)-2,4-difluorobenzeneHCID 54617564-Iodo-N-methoxy-N-methyl-benzamideHCID 5462224Magnesium

生成物 1

HCID 178928972-(2,4-Difluorophenyl)-1-(4-iodophenyl)ethanone

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

2,4-Difluorobenzyl bromide (23.7 ml, 0.114 mol) was added dropwise to a stirred mixture of magnesium turnings (8.1 g, 0.183 mol) in dry ether (300 ml) under nitrogen. The mixture was warmed initially until initiation of the reaction occurred, and thereafter said bromide was added at such a rate to maintain a gentle reflux. After 1 hour, the resulting solution of the Grignard reagent was added dropwise at -78° C. to a solution of O,N-dimethyl-4-iodobenzenehydroxamic acid (see Preparation 30) (45.71 g, 0.157 mol) in dry ether (300 ml), and the mixture was allowed to warm slowly to room temperature overnight. The mixture was partitioned between saturated aqueous ammonium chloride and ethyl acetate, and the organic solution was separated, dried (MgSO4) and concentrated under reduced pressure, to give the title compound as a white solid, 38.71 g (69%), which was characterised by 1H-N.M.R. spectroscopy.

後処理

  1. temperatureThe mixture was warmed initially until initiation of the reaction
  2. additionwas added at such a rate
  3. temperatureto maintain a gentle reflux
  4. customThe mixture was partitioned between saturated aqueous ammonium chloride and ethyl acetate
  5. customthe organic solution was separated
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d57f373612f64bb6b58edda244fd050d
出典データセット
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06015825

反応ノート

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