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

HRID 1190236

반응식

HRID 1190236 반응식
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

참가 물질

3

반응물 2

HCID 114141,2-Dibromobenzene2회HCID 155102139-Anthraceneboronic Acid

생성물 1

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

반응 조건

온도
90 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6e6b71dab2514ea1be14abefbfe8b265
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08674141B2

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