Acetonitrile → HCID 90406489, compound

HRID 2277044Notes

Reaction equation

HRID 2277044 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH:3]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=2)[C:12]([O:14]C)=O)[CH2:2]1.[CH3:19][C:20]#[N:21]>>[O:14]=[C:12]([C:11]1[CH:16]=[CH:17][CH:18]=[C:9]([O:8][CH2:7][CH:3]2[CH2:4][CH2:5][CH2:6][O:1][CH2:2]2)[CH:10]=1)[CH2:19][C:20]#[N:21]

Participants

3

Reactant 2

HCID 6342AcetonitrileHCID 90406101HCID 90406101, compound

Product 1

HCID 90406489HCID 90406489, compound

Procedure

Reaction between methyl 3-((tetrahydro-2H-pyran-3-yl)methoxy)benzoate and CH3CN following the method used in Example 1 gave 3-oxo-3-(3-((tetrahydro-2H-pyran-3-yl)methoxy)phenyl)propanenitrile as a white solid. Yield (84%); 1H NMR (400 MHz, DMSO-d6) 87.52-7.45 (m, 2H), 7.43 (s, 1H), 7.29-7.26 (m, 1H), 4.75 (s, 2H), 3.93-3.87 (m, 3H), 3.75-3.71 (m, 1H), 3.39-3.36 (m, 1H), 3.28-3.25 (m, 1H), 2.01-1.98 (m, 1H), 1.86-1.83 (m, 1H), 1.60-1.58 (m, 1H), 1.53-1.49 (m, 1H), 1.42-1.39 (m, 1H).

Sources & evidence

ORD record
ord-949d2245f4e64bb6949bf66b8ed8efc1
Source dataset
uspto-grants-2015_09
Patent number
US09133154B2

Reaction notes

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