1,4-Dioxane → HCID 57702785、化合物

HRID 221177ノート

反応式

HRID 221177 の反応式
CC1(C)C(C)(C)OB([C:9]2[C:10]3[C:15]([C:16](B4OC(C)(C)C(C)(C)O4)=[C:17]4[C:22]=2[CH:21]=[CH:20][CH:19]=[CH:18]4)=[CH:14][CH:13]=[CH:12][CH:11]=3)O1.Br[C:34]1[CH:35]=[CH:36][C:37]([C:40]2[CH:41]=[N:42][CH:43]=[CH:44][CH:45]=2)=[N:38][CH:39]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].O1[CH2:59][CH2:58]OCC1>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>[N:38]1[CH:39]=[C:34]([C:16]2[C:17]3[C:18]([C:9]([C:34]4[CH:35]=[CH:36][C:37]([C:40]5[CH:41]=[N:42][CH:43]=[CH:58][CH:59]=5)=[N:38][CH:39]=4)=[C:10]4[C:15]=2[CH:14]=[CH:13][CH:12]=[CH:11]4)=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:35]=[CH:36][C:37]=1[C:40]1[CH:41]=[N:42][CH:43]=[CH:44][CH:45]=1

参加物

7

反応物 4

HCID 312751,4-DioxaneHCID 62657Potassium Phosphate, TribasicHCID 113906775-Bromo-2,3'-bipyridineHCID 574156912,2'-(Anthracene-9,10-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

生成物 1

HCID 57702785HCID 57702785、化合物

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒2 回

実験手順

Into a flask, 2.53 g of 9,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)anthracene, 2 g of 5-bromo-2,3′-bipyridine, 960 mg of Pd(PPh3)4, 3.81 g of tripotassium phosphate, 60 ml of dioxane, and 15 ml of pure water were put, and the solution was stirred at reflux temperature for 3 days under argon atmosphere. After heating, the reaction liquid was cooled to room temperature, pure water was added, and then the organic layer was extracted. The organic layer was concentrated in an evaporator, the concentrates were purified by column chromatography, yellow powders which were concentrated again and obtained were washed by toluene, and thus 800 mg of 9,10-bis(2,3′-bipyridine-5-yl)anthracene was obtained. 1H-NMR (CDCl3) δ 7.4-7.6 (m, 6H), 7.2-7.3 (m, 4H), 8.0 (d, 4H), 8.5 (s, 2H), 8.8 (d, 4H), 9.4 (s, 2H).

後処理

  1. temperatureat reflux temperature for 3 days under argon atmosphere
  2. temperatureAfter heating
  3. customthe reaction liquid
  4. extractionthe organic layer was extracted
  5. concentrationThe organic layer was concentrated in an evaporator
  6. customthe concentrates were purified by column chromatography, yellow powders which
  7. concentrationwere concentrated again
  8. customobtained
  9. washwere washed by toluene

出典と根拠

ORDレコード
ord-a514af0b10ab49229831f11549f19ea4
出典データセット
uspto-grants-2012_06
特許番号
US08202633B2

反応ノート

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