Phosphorus oxybromide → HCID 19709700, compound

HRID 725806Notes

Reaction equation

HRID 725806 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[O:6][C:7]1[CH:12]=[C:11]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)[NH:10][C:9](=O)[N:8]=1.P(Br)(Br)([Br:32])=O>[OH-].[Na+]>[F:1][C:2]([F:29])([F:28])[C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[O:6][C:7]1[CH:12]=[C:11]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)[N:10]=[C:9]([Br:32])[N:8]=1

Participants

4

Reactant 2

HCID 24613Phosphorus oxybromideHCID 4035854HCID 4035854, compound

Product 1

HCID 19709700HCID 19709700, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

4,6-Bis(3-trifluoromethylphenoxy)-pyrimidin-2-one (4.0 g, 0.0096 mol) and POBr3 (100g) were heated at 140° C. for 48 hours. The mixture was then poured onto a mixture of 2N NaOH (500 ml) and ice. The product was extracted into diethyl ether, dried using Na2SO4, filtered and concentrated under reduced pressure. The product was obtained by column chromatography (3:1, hexane: ethyl acetate) and recrystallization (ethyl acetate/hexane). Yield: 1.0 g (22%); melting point 126°-129° C.

Workup

  1. extractionThe product was extracted into diethyl ether
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe product was obtained by column chromatography (3:1, hexane: ethyl acetate) and recrystallization (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-dc87abb5af954f71991b4e116ef01826
Source dataset
uspto-grants-1998_01
Patent number
US05707995

Reaction notes

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