Acetonitrile → 3-Hydroxy-3-[3-(3-hydroxypropoxy)phenyl]propionitrile

HRID 74386Notes

Reaction equation

HRID 74386 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH:9]=[O:10].[C:14](#[N:16])[CH3:15]>>[OH:10][CH:9]([C:8]1[CH:11]=[CH:12][CH:13]=[C:6]([O:5][CH2:4][CH2:3][CH2:2][OH:1])[CH:7]=1)[CH2:15][C:14]#[N:16]

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 17620948HCID 17620948, compound

Product 1

HCID 673175563-Hydroxy-3-[3-(3-hydroxypropoxy)phenyl]propionitrile

Procedure

Addition of acetonitrile to 3-(3-hydroxypropoxy)benzaldehyde gave 3-hydroxy-3-[3-(3-hydroxypropoxy)phenyl]propionitrile as yellow oil. Yield (1.80 g, 45%): 1H NMR (400 MHz, CDCl3) δ 7.28-7.33 (m, 1H), 6.94-6.99 (m, 2H), 6.89 (dd, J=8.2, 2.0 Hz, 1H), 4.15 (t, J=6.0 Hz, 2H), 3.87 (t, J=6.0 Hz, 2H), 2.77 (d, J=6.0 Hz, 2H), 2.02-2.09 (m, 3H).

Sources & evidence

ORD record
ord-e15f5f4aaf7c465b82c41c250b2ecd03
Source dataset
uspto-grants-2014_09
Patent number
US08829244B2

Reaction notes

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