Benzonitrile, 4-bromo- → 4-(Furan-3-yl)benzonitrile

HRID 382148Notes

Reaction equation

HRID 382148 reaction equation
N1[CH:6]=[CH:5][C:4]([C:7]2[CH:11]=[CH:10][O:9][CH:8]=2)=[CH:3][CH:2]=1.BrC1C=C[C:16]([C:17]#[N:18])=CC=1.O1C=CC(B(O)O)=C1>>[C:17]([C:16]1[CH:6]=[CH:5][C:4]([C:7]2[CH:11]=[CH:10][O:9][CH:8]=2)=[CH:3][CH:2]=1)#[N:18]

Participants

4

Reactant 3

HCID 12162Benzonitrile, 4-bromo-HCID 2734358Furan-3-boronic acidHCID 108556024-(Furan-3-yl)pyridine

Product 1

HCID 116224004-(Furan-3-yl)benzonitrile

Procedure

As described in Example 1(d) for the preparation of 3-(pyridin-4-yl)furan, 4-bromobenzonitrile (4.00 g, 22.0 mmol) was coupled to 3-furanboronic acid to furnish in high yield crude 3-(4-cyanophenyl)-furan as a brown solid, mp 55-7° C., which was used immediately without further purification.

Workup

  1. customto furnish

Sources & evidence

ORD record
ord-47c73f0239474a3fad6e946d9cc45d2e
Source dataset
uspto-grants-2001_10
Patent number
US06306892B1

Reaction notes

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