Ethanol → 9-(Naphthalen-2-yl)anthracene

HRID 556211ノート

反応式

HRID 556211 の反応式
Br[C:2]1[C:3]2[C:8]([CH:9]=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1OB(O)O.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>[CH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]=1[C:2]1[C:15]2[C:10]([CH:9]=[C:8]3[C:3]=1[CH:4]=[CH:5][CH:6]=[CH:7]3)=[CH:11][CH:12]=[CH:13][CH:14]=2

参加物

8

反応物 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 740629-BromoanthraceneHCID 21917997HCID 21917997、化合物

生成物 1

HCID 2644169-(Naphthalen-2-yl)anthracene

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

9-Bromoanthracene (2.57 g, 10.00 mmol), 2-naphthyl boric acid (1.80 g, 12.65 mmol) and sodium carbonate (2.34 g, 22.1 mmol) were suspended in a mixture of toluene (20 mL), ethanol (3 mL) and water (10 mL). To the suspension, was added tetrakis(triphenylphosphine)palladium (0.25 g, 0.22 mmol). The mixture was stirred under reflux for about 24 hours, and then the refluxed mixture was cooled to room temperature. The organic layer was separated and washed with water, and the aqueous layer was extracted by chloroform. The organic extract was dried over magnesium sulfate, and concentrated in vacuo to prepare a 9-(2-naphthyl)anthracene compound C-1 (2.55 g, yield 84).

後処理

  1. temperatureunder reflux for about 24 hours
  2. customThe organic layer was separated
  3. washwashed with water
  4. extractionthe aqueous layer was extracted by chloroform
  5. extractionThe organic extract
  6. dry with materialwas dried over magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customto prepare

出典と根拠

ORDレコード
ord-a099d0bb8de746cfae3aadfde3880673
出典データセット
uspto-grants-2011_11
特許番号
US08053762B2

反応ノート

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