1,3-Dibromopropane → 7-Bromo-8-fluoro-3,4-dihydro-2H-benzo-[1,4]-dioxepine

HRID 40570Notes

Reaction equation

HRID 40570 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](O)[C:5]([OH:9])=[CH:6][C:7]=1[F:8].[C:11]([O-])([O-])=[O:12].[Cs+].[Cs+].BrC[CH2:19][CH2:20]Br>CN(C=O)C>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]2[O:9][CH2:20][CH2:19][O:12][CH2:11][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 10796Cesium carbonateHCID 218653784-Bromo-5-fluorobenzene-1,2-diol

Product 1

HCID 896220067-Bromo-8-fluoro-3,4-dihydro-2H-benzo-[1,4]-dioxepine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 1.50 g (7.25 mmol) of 4-bromo-5-fluorobenzene-1,2-diol in 25 mL DMF are added 5.90 g (18.1 mmol) Cs2CO3 and 0.89 mL (8.70 mmol) 1,3-dibromopropane.

Sources & evidence

ORD record
ord-69e3273c9c89465a84a8b40f4959b124
Source dataset
uspto-grants-2013_09
Patent number
US08530460B2

Reaction notes

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