C[O:2][C:3]1(O)[CH:18]=[CH:17][C:6]2[S:7][C:8]3[S:12][C:11]4[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=4[C:9]=3[C:5]=2[CH2:4]1.B(Br)(Br)Br.C(Cl)Cl>C(Cl)Cl>[CH:4]1[C:5]2[C:9]3[C:10]4[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=4[S:12][C:8]=3[S:7][C:6]=2[CH:17]=[CH:18][C:3]=1[OH:2]2-Methoxy benzo[b]benzo[4,5]thieno[3,2-d]thiophen-2-ol (2.8 g, 10.36 mmol) was dissolved in 100 mL dry DCM and cooled down to −78° C., to which was added 1M BBr3 DCM solution (15.53 mL), and the reaction was allowed to stir as the reaction was allowed to rise to room temperature. The reaction was monitored by TLC. After workup, 2.5 g (94%) of product was obtained, which was confirmed by NMR.
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