Acetonitrile → 3-Hydroxy-3-(3-(isopentyloxy)phenyl)propanenitrile

HRID 1014628Notes

Reaction equation

HRID 1014628 reaction equation
[CH2:1]([O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[CH:10]=[O:11])[CH2:2][CH:3]([CH3:5])[CH3:4].[C:15](#[N:17])[CH3:16]>>[OH:11][CH:10]([C:9]1[CH:12]=[CH:13][CH:14]=[C:7]([O:6][CH2:1][CH2:2][CH:3]([CH3:5])[CH3:4])[CH:8]=1)[CH2:16][C:15]#[N:17]

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 280656133-(3-Methylbutoxy)benzaldehyde

Product 1

HCID 673166453-Hydroxy-3-(3-(isopentyloxy)phenyl)propanenitrile

Procedure

Addition of acetonitrile to 3-(isopentyloxy)benzaldehyde gave 3-hydroxy-3-(3-(isopentyloxy)phenyl)propanenitrile as a yellow oil. Yield (0.82 g, 54%): 1H NMR (400 MHz, CDCl3) δ 7.27-7.32 (m, 1H), 6.94-6.96 (m, 2H), 6.85-6.90 (m, 1H), 5.00-5.03 (m, 1H), 3.99 (t, J=6.4 Hz, 2H), 2.77 (d, J=6.0 Hz, 2H), 1.81-1.88 (m, 1H), 1.64-1.71 (m, 2H), 0.96 (d, J=6.4 Hz, 6H).

Sources & evidence

ORD record
ord-61ad212648ae4eb3a093e433a7774d9d
Source dataset
uspto-grants-2011_07
Patent number
US07982071B2

Reaction notes

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