4-Bromo-2-fluoro-1-iodobenzene → 3-Fluoro-4-octoxy-4'-bromo-2'-fluorobiphenyl

HRID 343261Notes

Reaction equation

HRID 343261 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])=[C:10]([F:23])[C:9]=2F)=[CH:4][CH:3]=1.[F:25]C1C=C(B(O)O)C=CC=1OCCCCCCCC.BrC1C=CC(I)=C(F)C=1>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:23][C:10]1[CH:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=2[F:25])[CH:13]=[CH:12][C:11]=1[O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 27245164-Bromo-2-fluoro-1-iodobenzeneHCID 10611926Boronic acid, [3-fluoro-4-(octyloxy)phenyl]-HCID 10620805HCID 10620805, compound

Product 1

HCID 105248523-Fluoro-4-octoxy-4'-bromo-2'-fluorobiphenyl

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

This was prepared using a similar method to that described for compound 8. The product is a low melting solid and was used without further purification. Quantities: 3-fluoro-4-octyloxyphenylboronic acid (6) (6.83 g, 0.026 mol), 1-bromo-3-fluoro-4-iodobenzene (6.92 g, 0.023 mol), tetrakis(triphenylphosphine)palladium(0) (1 g, 0.87 mmol).

Workup

  1. customThis was prepared
  2. customwas used without further purification

Sources & evidence

ORD record
ord-9ad3fdb5405f4672a67a8ac18f0dff6e
Source dataset
uspto-grants-1999_01
Patent number
US05861109

Reaction notes

Loading…