Bromine → HCID 58204120, compound

HRID 708263Notes

Reaction equation

HRID 708263 reaction equation
[F: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>CCOCC>[Br:14][CH:9]1[CH2:8][CH2:7][O:6][C:5]2[CH:12]=[CH:13][C:2]([F:1])=[CH:3][C:4]=2[C:10]1=[O:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 122435647-Fluoro-3,4-dihydro-1-benzoxepin-5(2H)-one

Product 1

HCID 58204120HCID 58204120, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Dissolved 7-fluoro-3,4-dihydrobenzo[b]oxepin-5(2H)-one (1.58 g, 8.77 mmol) in 80 mL ether and added bromine (0.497 mL, 9.65 mmol) and allowed the reaction mixture to stir at room temperature 20 hours. Reaction was complete by LCMS. Concentrated the reaction in vacuo and purified by flash chromatography (0 to 30% ethyl acetate/heptanes). Concentrated in vacuo and NMR indicated 4-bromo-7-fluoro-3,4-dihydrobenzo[b]oxepin-5(2H)-one.

Workup

  1. customReaction
  2. concentrationConcentrated
  3. customthe reaction in vacuo
  4. custompurified by flash chromatography (0 to 30% ethyl acetate/heptanes)
  5. concentrationConcentrated in vacuo and NMR

Sources & evidence

ORD record
ord-a9b4a591bb67435894647ba172590f40
Source dataset
uspto-grants-2015_11
Patent number
US09175009B2

Reaction notes

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