Acetonitrile → 3-Hydroxy-3-(3-iodophenyl)propanenitrile

HRID 517160Notes

Reaction equation

HRID 517160 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[C:10](#[N:12])[CH3:11]>>[OH:6][CH:5]([C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([I:1])[CH:3]=1)[CH2:11][C:10]#[N:12]

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 2526103-Iodobenzaldehyde

Product 1

HCID 576084233-Hydroxy-3-(3-iodophenyl)propanenitrile

Procedure

Acetonitrile addition to 3-iodobenzaldehyde (103) yielded 3-hydroxy-3-(3-iodophenyl)propanenitrile (104) as yellow oil. Yield (2.58 g, 55%): 1H NMR (400 MHz, CDCl3) 7.82 (s, 1H), 7.70 (d, J=8.0 Hz, 1H), 7.38 (d, J=8.0 Hz, 1H), 7.14 (t, J=8.0 Hz, 1H), 5.01 (m, 1H), 2.80 (d, J=6.4, 2H), 2.40 (bs, 1H).

Sources & evidence

ORD record
ord-8970f74e5a8645b5b6a44ece0da611d3
Source dataset
uspto-grants-2015_08
Patent number
US09115056B2

Reaction notes

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