Boron tribromide dichloromethane → HCID 86689407, compound

HRID 64220Notes

Reaction equation

HRID 64220 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-572bbe5acfa04561adbc1dff542dba8a
Source dataset
uspto-grants-2016_09
Patent number
US09447113B2

Reaction notes

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