1,2-Dimethoxyethane → 2-Cyano-4'-methylbiphenyl

HRID 1937098ノート

反応式

HRID 1937098 の反応式
[Li+].[Cl-].C(COC)OC.Br[C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[C:12]#[N:13].[C:18]1([CH3:26])[CH:23]=[CH:22][C:21]([Mg]Cl)=[CH:20][CH:19]=1>O1CCCC1.Cl[Pd]Cl.C1C=CC(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:18]1([CH3:26])[CH:23]=[CH:22][C:21]([C:10]2[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=2[C:12]#[N:13])=[CH:20][CH:19]=1

参加物

7

反応物 4

HCID 80711,2-DimethoxyethaneHCID 162722-BromobenzonitrileHCID 433294Lithium ChlorideHCID 178426149HCID 178426149、化合物

生成物 1

HCID 1455122-Cyano-4'-methylbiphenyl

試薬・触媒・溶媒 2

HCID 11017392(1,3-Bis(diphenylphosphino)propane)palladium(II) chloride触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A suspension of MnCl2 (0.25 g, 1.98 mmol) and LiCl (0.17 g, 3.955 mmol) in a mixture of 2 ml of anhydrous tetrahydrofuran and 0.38 ml of dimethoxyethane (3.955 mmol) is stirred at room temperature. After stirring for approximately 30 minutes, a homogeneous medium is obtained. The addition is then so carried out of 1/1: PdCl2/dppp (0.023 g, 1 mol %) and of o-bromobenzonitrile (0.72 g, 3.955 mmol) and then a solution of p-tolylmagnesium chloride in tetrahydrofuran (1.80N, 2.86 ml, 5.14 mmol) is added over 2 hours at room temperature. After stirring for 90 minutes, the reaction mixture is treated as described in Example 1. The o-(p-tolyl)benzonitrile is thus obtained with a yield of isolated product of 95%.

後処理

  1. stirringAfter stirring for approximately 30 minutes
  2. customa homogeneous medium is obtained
  3. additionThe addition
  4. stirringAfter stirring for 90 minutes
  5. additionthe reaction mixture is treated

出典と根拠

ORDレコード
ord-5acca62d383e459c9c27e18d69ca5c74
出典データセット
uspto-grants-2002_05
特許番号
US06392080B1

反応ノート

読み込み中…