1-Bromo-4-iodobenzene → HCID 21477971, compound

HRID 2292433Notes

Reaction equation

HRID 2292433 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:5]=[CH:4][C:3]=1B(O)O.[Br:22][C:23]1[CH:28]=[CH:27][C:26](I)=[CH:25][CH:24]=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>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([C:3]2[CH:4]=[CH:5][C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[C:7]([F:8])[C:2]=2[F:1])=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 115221-Bromo-4-iodobenzeneHCID 21477977HCID 21477977, compound

Product 1

HCID 21477971HCID 21477971, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

Quantities: tetrakis(triphenylphosphine)palladium(0) (0.87 g, 0.75 mmol), compound from Example 47 (9 g, 30 mmol) and 1-bromo-4-iodobenzene (7.07 g, 25 mmol). The experimental procedure was as described in Example 48 except that the reaction was carried out under conditions of reflux (5 h). The crude product was purified by flash column chromatography (light petrol/dichloro methane, 5:1) to give a colourless solid (9 g) which was recrystallised from light petrol to yield colourless crystals.

Workup

  1. temperatureof reflux (5 h)
  2. customThe crude product was purified by flash column chromatography (light petrol/dichloro methane, 5:1)

Sources & evidence

ORD record
ord-393a464732e1412a8dab6b13e31abde6
Source dataset
uspto-grants-1997_11
Patent number
US05683623

Reaction notes

Loading…