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ChemicalBook CAS DataBase List 5-Bromothiophene-2-carbaldehyde

5-Bromothiophene-2-carbaldehyde synthesis

10synthesis methods
-

Yield:4701-17-1 98%

Reaction Conditions:

with N-Bromosuccinimide in chloroform at 20;

Steps:

2.1.1 Synthesis processes of BDY-3T-BDY
2.1.1
Synthesis of 5-bromo-2-thiophenecarbaldehyde
To a solution of 2-thiophenecarboxaldehyde (6.0 g, 53.5 mol) in anhydrous CHCl3 (125 mL), N-bromosuccinimide (10.4 g, 58.9 mmol) was slowly added, and then the reaction mixture was stirred for overnight at room temperature.
The reaction mixture was extracted with CHCl3, and the organic phase was washed with deionized water, dried over Na2SO4, filtered, and evaporated to dryness to give the crude product.
Column chromatography was performed on silica gel using CHCl3 as the eluent, which affords the pure product as a colorless oil (10.0 g, 98%).
1H NMR (400 MHz, CDCl3): δ 7.20 (d, H, J = 4.0 Hz), 7.53 (d, H, J = 8.0 Hz), 9.79 (s, H).

References:

Tataroğlu;Al-Sehemi, Abdullah G.;Özdemir, Mehmet;Özdemir, Resul;Usta, Hakan;Al-Ghamdi, Ahmed A.;Farooq;Yakuphanoglu [Physica B: Condensed Matter,2017,vol. 519,p. 53 - 58]

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