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1,2-Dimethoxyethane → 1-(4-Chlorophenyl)-3-(9,9-dimethylfluoren-2-yl)-7-t-butylpyrene

HRID 1404891
ノート
印刷プレビュー

反応式

HRID 1404891 の反応式
Br[C:2]1[C:15]2[C:16]3=[C:17]4[C:12](=[CH:13][CH:14]=2)[CH:11]=[C:10]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:9]=[C:8]4[CH:7]=[CH:6][C:5]3=[C:4]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)[CH:3]=1.[CH3:29][C:30]1([CH3:46])[C:42]2[CH:41]=[C:40](B(O)O)[CH:39]=[CH:38][C:37]=2[C:36]2[C:31]1=[CH:32][CH:33]=[CH:34][CH:35]=2.C(=O)([O-])[O-].[Na+].[Na+].COCCOC>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O>[Cl:28][C:25]1[CH:24]=[CH:23][C:22]([C:4]2[C:5]3[C:16]4=[C:17]5[C:8](=[CH:7][CH:6]=3)[CH:9]=[C:10]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:11]=[C:12]5[CH:13]=[CH:14][C:15]4=[C:2]([C:40]3[CH:39]=[CH:38][C:37]4[C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[C:30]([CH3:29])([CH3:46])[C:42]=4[CH:41]=3)[CH:3]=2)=[CH:27][CH:26]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 80711,2-DimethoxyethaneHCID 10340Sodium CarbonateHCID 22348454(9,9-Dimethyl-9H-fluoren-2-yl)boronic acidHCID 866607561-Bromo-7-t-butyl-3-(4-chlorophenyl)pyrene

生成物 1

HCID 866607591-(4-Chlorophenyl)-3-(9,9-dimethylfluoren-2-yl)-7-t-butylpyrene収率 75.8%

試薬・触媒・溶媒 2

HCID 178418476
HCID 178418476、化合物
触媒
HCID 962Water溶媒

実験手順

A mixed solution of 10.0 g of 1-bromo-7-t-butyl-3-(4-chlorophenyl)pyrene, 5.86 g of 9,9-dimethylfluoren-2-yl boronic acid, 0.016 g of bis(triphenylphosphine)palladium dichloride, 33 ml of an aqueous 1.5M sodium carbonate solution and 112 ml of 1,2-dimethoxyethane was heated and stirred for 3 hours under a nitrogen stream and under refluxing. After the mixture was cooled to room temperature, 223 ml of water was added, and this was extracted with 236 ml of toluene. The organic layer was washed with 640 ml of an aqueous sodium chloride solution two times, dried with magnesium sulfate, and evaporated, 50 ml of 2-propanol was added, and the mixture was stirred for 2 hours, and filtered. After the mixture was vacuum dried, 9.5 g of 1-(4-chlorophenyl)-3-(9,9-dimethylfluoren-2-yl)-7-t-butylpyrene was obtained.

後処理

  1. temperatureunder refluxing
  2. extractionthis was extracted with 236 ml of toluene
  3. washThe organic layer was washed with 640 ml of an aqueous sodium chloride solution two times
  4. dry with materialdried with magnesium sulfate
  5. customevaporated
  6. addition50 ml of 2-propanol was added
  7. stirringthe mixture was stirred for 2 hours
  8. filtrationfiltered
  9. customdried

出典と根拠

ORDレコード
ord-1afcc02df5f645b09852a0908612ffea
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08916275B2

反応ノート

読み込み中…

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