1,4-Dioxane → HCID 57702785, 화합물

HRID 221177노트

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HRID 221177 반응식
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

참가 물질

7

반응물 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)

생성물 1

HCID 57702785HCID 57702785, 화합물

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a514af0b10ab49229831f11549f19ea4
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202633B2

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