Ethanol → 3-Chloro-2,5-di(4-octyloxyphenyl)pyridine

HRID 1780067

反応式

HRID 1780067 の反応式
Br[C:2]1[CH:3]=[C:4]([Cl:23])[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:10][CH:9]=2)=[N:6][CH:7]=1.[CH2:24]([O:32][C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].C(=O)([O-])[O-].[Na+].[Na+].C(O)C>C1(C)C=CC=CC=1.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.O>[Cl:23][C:4]1[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:10][CH:9]=2)=[N:6][CH:7]=[C:2]([C:36]2[CH:37]=[CH:38][C:33]([O:32][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:34][CH:35]=2)[CH:3]=1

参加物

8

反応物 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 39772844-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride)HCID 190500045-Bromo-3-chloro-2-(4-octyloxyphenyl)pyridine

生成物 1

HCID 190499933-Chloro-2,5-di(4-octyloxyphenyl)pyridine収率 48.9%

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

2.00 g (5.40 mmol) of 5-bromo-3-chloro-2-(4-octyloxyphenyl)pyridine, 1.50 g (6.00 mmol) of 4-octyloxybenzeneboronic acid, 0.07 g (0.6 mmol) of tetrakis(triphenylphosphine)palladium(0) and 1.3 g (12.00 mmol) of sodium carbonate are heated at 80° C. for 3 hours in 20 ml of toluene, 10 ml of ethanol and 10 ml of water. The mixture is subsequently partitioned between aqueous sodium chloride solution and ether, the organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate and evaporated, and the product is purified by chromatography (silica gel/dichloromethane), giving 1.38 g of 3-chloro-2,5-di(4-octyloxyphenyl)pyridine. ##STR24##

後処理

  1. customThe mixture is subsequently partitioned between aqueous sodium chloride solution and ether
  2. washthe organic phase is washed with aqueous sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. customevaporated
  5. customthe product is purified by chromatography (silica gel/dichloromethane)

出典と根拠

ORDレコード
ord-6369c675c53c486b9e2852c43191dc58
出典データセット
uspto-grants-1997_05
特許番号
US05629428

関連ノート

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