Sodium Carbonate → 3-(4-methylphenyl)pyridine

HRID 457915ノート

反応式

HRID 457915 の反応式
[C:1]1([CH3:10])[CH:6]=[CH:5][C:4](B(O)O)=[CH:3][CH:2]=1.Br[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N:14]1[CH:15]=[CH:16][CH:17]=[C:12]([C:4]2[CH:5]=[CH:6][C:1]([CH3:10])=[CH:2][CH:3]=2)[CH:13]=1

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 122863-BromopyridineHCID 79799Tolylboronic acid

生成物 1

HCID 41331893-(4-methylphenyl)pyridine収率 90%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

To a mixture of 4-tolylboronic acid (38 g, 0.28 mol), 3-bromopyridine (44 g, 0.28 mol), Na2CO3 (200 g) in toluene (500 ml) and water (500 ml) was added Pd(PPh3)4 (16 g, 0.014 mol), and refluxed for 16 h. The reaction mixture was cooled, and the separated organic layer was washed with water and brine, and dried. The solvent was removed to give 4-(3-pyridyl)toluene (42 g, 90%).

後処理

  1. temperaturerefluxed for 16 h
  2. temperatureThe reaction mixture was cooled
  3. washthe separated organic layer was washed with water and brine
  4. customdried
  5. customThe solvent was removed

出典と根拠

ORDレコード
ord-58383ac28b174f1c8654a7f8b67e3f98
出典データセット
uspto-grants-2007_03
特許番号
US07189754B2

反応ノート

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