Thiophene, 2,3,5-tribromo- → 3-Bromo-2,5-bis(3',4'-dimethoxyphenyl)thiophene

HRID 538730

Reaktionsgleichung

Reaktionsgleichung von HRID 538730
[Br:1]C1SC(Br)=CC=1Br.COC1C=C(B(O)O)C=CC=1OC.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([C:32]2[S:33][C:34]([C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[C:39]([O:45][CH3:46])[CH:38]=3)=[CH:35][CH:36]=2)[CH:27]=[CH:28][C:29]=1[O:30][CH3:31]>>[Br:1][C:36]1[CH:35]=[C:34]([C:37]2[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[C:39]([O:45][CH3:46])[CH:38]=2)[S:33][C:32]=1[C:26]1[CH:27]=[CH:28][C:29]([O:30][CH3:31])=[C:24]([O:23][CH3:22])[CH:25]=1

Komponenten

4

Edukt 3

HCID 76592Thiophene, 2,3,5-tribromo-HCID 27347023,4-Dimethoxyphenylboronic acidHCID 68293971HCID 68293971, Verbindung

Produkt 1

HCID 682940913-Bromo-2,5-bis(3',4'-dimethoxyphenyl)thiopheneAusbeute 77 %

Versuchsvorschrift

3-bromo-2,5-bis(3′,4′-dimethoxyphenyl)thiophene (18) was prepared by the reaction of 2,3,5-tribromothiophene (17) (321 mg, 1 mmol) and (3,4-dimethoxyphenyl)boronic acid (15) (419 mg, 2.3 mmol) according to the similar procedure for compound 16. The reaction mixture was purified by column chromatography (10%-30% EtOAc in hexanes) and afforded 18 (337 mg, 77% yield) as a yellow solid. SA-60 was also isolated (97 mg, 20% yield) from the reaction above as a dark yellow solid.

Aufarbeitung

  1. customThe reaction mixture was purified by column chromatography (10%-30% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-c9424669ef044bb084bf5f0461862c97
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865754B2

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