Boron tribromide dichloromethane → HCID 86689407, compound

HRID 871121Notes

Reaction equation

HRID 871121 reaction equation
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]

Participants

4

Reactant 2

HCID 22277759Boron tribromide dichloromethaneHCID 866894082-Methoxy benzo[b]benzo[4,5]thieno[3,2-d]thiophen-2-ol

Product 1

HCID 86689407HCID 86689407, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-78 °C

Procedure

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.

Workup

  1. customto rise to room temperature

Sources & evidence

ORD record
ord-72e8b50b33cb48aa8ac33426153b5cc6
Source dataset
uspto-grants-2015_03
Patent number
US08969592B2

Reaction notes

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