Pyridine → 2,2'-Dimethylbiphenyl

HRID 1493108

反応式

HRID 1493108 の反応式
N1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C[CH:8]=1.Cl[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[CH3:33].C([Mg]Cl)(C)(C)C>[Ni](Br)Br.O1CCCC1>[CH3:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[CH3:33]

参加物

7

反応物 4

HCID 1049PyridineHCID 72382-ChlorotolueneHCID 11776TriphenylphosphineHCID 178418310HCID 178418310、化合物

生成物 1

HCID 117972,2'-Dimethylbiphenyl

試薬・触媒・溶媒 2

HCID 278492Nickel(II) bromide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a nitrogen purged three-neck 100 mL flask was added nickel(II) bromide (0.22 grams, 1 mmole), polyvinyl pyridine (0.63 grams of Reillex® 402 obtained from Reilly Tar and Chemical Company, Indianapolis, IN), triphenylphosphine (2.62 grams, 10 mmole), 2-chlorotoluene (2.53 grams 20 mmole) and tetrahydrofuran (20 mL). The mixture was stirred at room temperature for 5 minutes and then tertiary-butyl-magnesium chloride (12 mL of 2.0 Molar solution in THF, 24 mmole) was added dropwise over a 10 minute period. The reaction warmed upon addition and at the end of the addition was heated to reflux for 14 hours. The mixture was cooled to ambient and analyzed by conventional gas chromatographic methods. The results of the reaction are:

後処理

  1. customobtained from Reilly Tar and Chemical Company, Indianapolis
  2. temperatureThe reaction warmed upon addition and at the end of the addition
  3. temperaturewas heated
  4. temperatureto reflux for 14 hours
  5. temperatureThe mixture was cooled to ambient and
  6. customThe results of the reaction

出典と根拠

ORDレコード
ord-bc262a482e1b40b18969640e05f67ac9
出典データセット
uspto-grants-1991_06
特許番号
US05021380

関連ノート

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