m-Chloroperbenzoic acid → HCID 89619022, compound

HRID 1502074Notes

Reaction equation

HRID 1502074 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([CH:10]=[CH2:11])[CH:7]=[C:6]([O:12][CH3:13])[C:3]=1[C:4]#[N:5].C1C=C(Cl)C=C(C(OO)=[O:22])C=1.FC1C(C2CO2)=CC(OC)=C(C=1)C#N>>[F:1][C:2]1[CH:9]=[C:8]([CH:10]2[CH2:11][O:22]2)[CH:7]=[C:6]([O:12][CH3:13])[C:3]=1[C:4]#[N:5]

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 866473025-Fluoro-2-methoxy-4-oxiran-2-ylbenzonitrileHCID 89618927HCID 89618927, compound

Product 1

HCID 89619022HCID 89619022, compound

Procedure

The title compound was prepared from 2-fluoro-6-methoxy-4-vinylbenzonitrile using m-CPBA in an analagous fashion to that described for 5-fluoro-2-methoxy-4-(oxiran-2-yl)benzonitrile (Step H) above: 1H NMR (500 MHz, CDCl3) δ 6.75 (dd, J=9.1, 0.9 Hz, 1H), 6.71 (d, J=0.9 Hz, 1H), 3.97 (s, 3H), 3.90 (dd, J=4.0, 2.5 Hz, 1H), 3.21 (dd, J=5.5, 4.0 Hz, 1H), 2.73 (dd, J=5.5, 2.5 Hz, 1H).

Sources & evidence

ORD record
ord-e9aa7268510a479f9f6ae1cb0231e217
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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