1-(4-Bromo-2-fluorophenyl)cyclopropane-1-carbonitrile → 1-Bromo-4-bromomethyl-5-fluoro-2-methoxy-benzene

HRID 858703Notes

Reaction equation

HRID 858703 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([CH2:10]C#N)=[C:4]([F:13])[CH:3]=1.[Br:14]C1C=CC(C2(C#N)CC2)=C(F)C=1>>[Br:1][C:2]1[CH:3]=[C:4]([F:13])[C:5]([CH2:10][Br:14])=[CH:6][C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 587623291-(4-Bromo-2-fluorophenyl)cyclopropane-1-carbonitrileHCID 68990644(4-Bromo-2-fluoro-5-methoxy-phenyl)-acetonitrile

Product 1

HCID 587623821-Bromo-4-bromomethyl-5-fluoro-2-methoxy-benzene

Procedure

The desired product was prepared analogously to Example A (141) step 1, substituting (4-Bromo-2-fluoro-5-methoxy-phenyl)-acetonitrile (1.95 g, 8.0 mmol) from step 3 below in place of 1-(4-bromo-2-fluoro-phenyl)-cyclopropanecarbonitrile. Yield: 2.45 g, 82.2%. 1H NMR (CDCl3) δ: 3.82 (s, 3H), 4.40 (s, 2H), 6.82 (d, J=5.8 Hz, 1H), 7.24 (d, J=10.58 Hz, 1H).

Sources & evidence

ORD record
ord-3adeee3e17264a31adcf53089e1185f1
Source dataset
uspto-grants-2006_12
Patent number
US07148226B2

Reaction notes

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