9-Bromo-10-(naphthalen-2-yl)anthracene → 5-(Benz[a]anthracen-5-yl)benz[a]anthracene

HRID 877286

반응식

HRID 877286 반응식
BrC1C2C(C(C3C=CC4C(=CC=CC=4)C=3)=C3C=1C=CC=C3)=CC=CC=2.Br[C:27]1[CH:40]=[C:39]2[C:30]([CH:31]=[C:32]3[C:37](=[CH:38]2)[CH:36]=[CH:35][CH:34]=[CH:33]3)=[C:29]2[CH:41]=[CH:42][CH:43]=[CH:44][C:28]=12.[CH:45]1[C:50]2=[C:51]3[C:60](=[CH:61][CH:62]=[C:49]2[C:48](B(O)O)=[CH:47][CH:46]=1)[CH:59]=[C:58]1[C:53]([CH:54]=[CH:55][CH:56]=[CH:57]1)=[CH:52]3.C1C2C3C(C=C(B(O)O)C=2C=CC=1)=CC1C(=CC=CC=1)C=3>>[CH:45]1[C:50]2=[C:51]3[C:60](=[CH:61][C:62]([C:41]4[CH:29]=[C:30]5[C:39]([CH:38]=[C:37]6[C:32](=[CH:31]5)[CH:33]=[CH:34][CH:35]=[CH:36]6)=[C:40]5[CH:27]=[CH:28][CH:44]=[CH:43][C:42]=45)=[C:49]2[CH:48]=[CH:47][CH:46]=1)[CH:59]=[C:58]1[C:53]([CH:54]=[CH:55][CH:56]=[CH:57]1)=[CH:52]3

참가 물질

5

반응물 4

HCID 161162639-Bromo-10-(naphthalen-2-yl)anthraceneHCID 544968995-Bromobenz[a]anthraceneHCID 59412500Benz[a]anthracene-4-boronic acidHCID 59412514Benz[a]anthracene-5-boronic acid

생성물 1

HCID 594125395-(Benz[a]anthracen-5-yl)benz[a]anthracene

실험 절차

Preparation analogous to Example 7. The 19.2 g (50 mmol) of 9-bromo-10-(2-naphthyl)anthracene are replaced by 15.4 g (50 mmol) of 5-bromobenz[a]anthracene, and the benz[a]anthracene-4-boronic acid is replaced by benz[a]anthracene-5-boronic acid. Recrystallisation four times from o-dichlorobenzene (about 15 ml/g); sublimation (p=5×10−5 mbar, T=320° C.). Yield: 15.0 g (33 mmol), 66.0%, purity 99.9% (HPLC), Tg=141.2° C.

후처리

  1. customPreparation analogous to Example 7
  2. customRecrystallisation four times from o-dichlorobenzene (about 15 ml/g)
  3. customsublimation (p=5×10−5 mbar, T=320° C.)

출처 및 근거

ORD 기록
ord-be5df548fa4444d98c4f5ea5426277fc
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08986852B2

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