Bromine → 4,7-dibromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one

HRID 2079044Notes

Reaction equation

HRID 2079044 reaction equation
[Br:1][C:2]1[CH:13]=[CH:12][C:5]2[O:6][CH2:7][CH2:8][CH2:9][C:10](=[O:11])[C:4]=2[CH:3]=1.[Br:14]Br>>[Br:14][CH:9]1[CH2:8][CH2:7][O:6][C:5]2[CH:12]=[CH:13][C:2]([Br:1])=[CH:3][C:4]=2[C:10]1=[O:11]

Participants

3

Reactant 2

HCID 24408BromineHCID 106815487-Bromo-3,4-dihydro-1-benzoxepin-5(2H)-one

Product 1

HCID 579004584,7-dibromo-3,4-dihydrobenzo[b]oxepin-5(2H)-one

Procedure

Following the procedure for 449, Step 1, 7-bromo-3,4-dihydro-2H-benzo[b]oxepin-5-one was reacted with bromine to afford the title compound as a white solid. 1H NMR (CDCl3): 7.86 (1H, d, J=2.6 Hz), 7.53 (1H, dd, J=8.7, 2.6 Hz), 6.96 (1H, d, J=8.7 Hz), 4.94 (1H, dd, J=7.6, 6.7 Hz), 4.43 (1H, ddd, J=12.7, 5.6, 4.7 Hz), 4.18 (1H, ddd, J=12.7, 9.7, 4.4 Hz), 2.97-2.87 (1H, m), 2.51 (1H, ddt, J=14.7, 7.6, 4.6 Hz).

Sources & evidence

ORD record
ord-a2b8fcab6ca14b1db4b0d510678d79be
Source dataset
uspto-grants-2011_04
Patent number
US07928248B2

Reaction notes

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