Acetonitrile → HCID 67317017, compound

HRID 875544Notes

Reaction equation

HRID 875544 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=[O:13].[C:17](#[N:19])[CH3:18]>>[OH:13][CH:12]([C:11]1[CH:14]=[CH:15][CH:16]=[C:9]([O:8][CH2:7][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][O:1]2)[CH:10]=1)[CH2:18][C:17]#[N:19]

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 434031023-((tetrahydro-2H-pyran-2-yl)methoxy)benzaldehyde

Product 1

HCID 67317017HCID 67317017, compound

Procedure

Addition of acetonitrile to 3-((tetrahydro-2H-pyran-2-yl)methoxy)benzaldehyde gave 3-hydroxy-3-(3-((tetrahydro-2H-pyran-2-yl)methoxy)phenyl)propanenitrile as a yellow oil. Yield (1.1 g, 66%): 1H NMR (400 MHz, CDCl3) δ 7.26-7.31 (m, 1H), 6.93-6.99 (m, 2H), 6.87-6.92 (m, 1H), 4.97-5.03 (m, 1H), 3.68-4.01 (m, 4H), 3.47-3.55 (m, 1H), 2.75 (d, J=6.4, 2H), 1.90-1.93 (m, 1H), 1.43-1.71 (m, 5H).

Sources & evidence

ORD record
ord-b945a2611db447d682e09d6aaa530928
Source dataset
uspto-grants-2015_03
Patent number
US08981153B2

Reaction notes

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