1,2-Dibromobenzene → 1,2-Bis(anthracen-9-yl)benzene

HRID 1190236

反応式

HRID 1190236 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1Br.[CH:9]1[C:22]2[C:13](=[CH:14][C:15]3[C:20]([C:21]=2B(O)O)=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[CH:11][CH:10]=1>>[CH:9]1[C:22]2[C:13](=[CH:14][C:15]3[C:20]([C:21]=2[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[C:14]2[C:15]4[C:20]([CH:21]=[C:22]5[C:13]=2[CH:12]=[CH:11][CH:10]=[CH:9]5)=[CH:19][CH:18]=[CH:17][CH:16]=4)=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[CH:11][CH:10]=1

参加物

3

反応物 2

HCID 114141,2-Dibromobenzene2 回HCID 155102139-Anthraceneboronic Acid

生成物 1

HCID 577025121,2-Bis(anthracen-9-yl)benzene

反応条件

温度
90 °C

実験手順

Procedure analogous to Example 3a. Instead of 149.0 ml (1.2 mol) of 1,2-dibromobenzene and 98.0 g (308 mmol) of 9,10-anthracenediboronic acid ethylene glycol ester, 12.1 ml (100 mmol) of dibromobenzene and 68.0 g (306 mmol) of 9-anthraceneboronic acid are used. After cooling, the solid is filtered off with suction, washed three times with 100 ml of ethanol each time and then washed twice by stirring with 1000 ml of refluxing acetic acid each time (1 h) and each time filtered off with suction after cooling to 90° C. The mother liquor is discarded in each case. The solid is finally washed once with boiling ethanol. Yield: 33.0 g (76 mmol), 76.6% of theory; purity: 98% according to 1H-NMR.

後処理

  1. temperatureAfter cooling
  2. filtrationthe solid is filtered off with suction
  3. washwashed three times with 100 ml of ethanol each time
  4. washwashed twice
  5. filtrationeach time filtered off with suction
  6. washThe solid is finally washed once with boiling ethanol

出典と根拠

ORDレコード
ord-6e6b71dab2514ea1be14abefbfe8b265
出典データセット
uspto-grants-2014_03
特許番号
US08674141B2

関連ノート

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