Acetonitrile → 3-(3-Bromo-2-fluorophenyl)-3-hydroxypropanenitrile

HRID 1021135Notes

Reaction equation

HRID 1021135 reaction equation
[Br:1][C:2]1[C:3]([F:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[C:11](#[N:13])[CH3:12]>>[Br:1][C:2]1[C:3]([F:10])=[C:4]([CH:5]([OH:6])[CH2:12][C:11]#[N:13])[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 220193613-Bromo-2-fluorobenzaldehyde

Product 1

HCID 667432233-(3-Bromo-2-fluorophenyl)-3-hydroxypropanenitrile

Procedure

Reaction of 3-bromo-2-fluorobenzaldehyde with acetonitrile gave 3-(3-bromo-2-fluorophenyl)-3-hydroxypropanenitrile as a light yellow oil. 1H NMR (400 MHz, CDCl3) δ 7.54 (t, J=7.2 Hz, 2H), 7.11 (td, J=7.6, 0.4 Hz, 1H), 5.37 (dd, J=6.8, 4.4 Hz, 1H), 2.73-2.91 (m, 2H).

Sources & evidence

ORD record
ord-2c4b9740744d4cbf8f5871b4af69e04c
Source dataset
uspto-grants-2014_05
Patent number
US08716529B2

Reaction notes

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