Tetrahydrofuran → 4-Propyl-2',3'-difluoro-4'-cyanobiphenyl

HRID 248773

反応式

HRID 248773 の反応式
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([F:10])[C:3]=1[F:11].C[Si](C)(C)[C:14]1[CH:19]=[CH:18][CH:17]=[C:16](F)[C:15]=1F.BrBr.O1C[CH2:29][CH2:28][CH2:27]1>Cl[Ni](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:27]([C:14]1[CH:19]=[CH:18][C:17]([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([F:10])[C:3]=2[F:11])=[CH:16][CH:15]=1)[CH2:28][CH3:29]

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 24408BromineHCID 108993711,2-Difluoro-3-trimethylsilylbenzeneHCID 197620544-Bromo-2,3-difluorobenzonitrile

生成物 1

HCID 145484904-Propyl-2',3'-difluoro-4'-cyanobiphenyl

試薬・触媒・溶媒 1

HCID 178418751HCID 178418751、化合物触媒

実験手順

0.1 mol of chlorotriisopropyl orthotitanate in 20 ml of tetrahydrofuran is added at 5° C. to a mixture of 1-bromomagnesium-4-propylbenzene (prepared from 0.1 mol of 4-propyl-bromobenzene and 0.1 mol of magnesium) and 90 ml of tetrahydrofuran and the mixture is stirred at 5° to 20° C. for 30 minutes. A mixture of 1.3 g of bis-(triphenylphosphine)-nickel(II) chloride and 0.1 mol of 4-bromo-2,3-difluorobenzonitrile (prepared from 1-trimethylsilyl-2,3-difluorobenzene by conversion into the nitrile analogously to Example 1a) 1c) and subsequent bromination with bromine with removal by distillation of the resulting trimethylsilyl bromide) is added to this mixture. Stirring for 24 hours at room temperature and customary working up gives 4-propyl-2',3'-difluoro-4'-cyanobiphenyl.

後処理

  1. customwith removal
  2. distillationby distillation of the resulting trimethylsilyl bromide)
  3. additionis added to this mixture
  4. stirringStirring for 24 hours at room temperature

出典と根拠

ORDレコード
ord-4679fff0ca9d4793a7eb00ae899d2e92
出典データセット
uspto-grants-1993_05
特許番号
US05211878

関連ノート

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