2-Bromopropane → Methyl 4-(5-bromo-2-cyano-1-methoxy-1-oxopentan-2-yl)benzoate

HRID 587921

Reaktionsgleichung

Reaktionsgleichung von HRID 587921
[C:1]([CH2:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)#[N:2].COC1C=[C:18]([CH2:24][C:25]#N)C=CC=1OC.[C:27](=O)([O:30][CH3:31])[O:28]C.[Br:33]C(C)C.[H-].[Na+].C[Si]([N-][Si](C)(C)C)(C)C.[Na+]>>[Br:33][CH2:25][CH2:24][CH2:18][C:3]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)([C:1]#[N:2])[C:27]([O:30][CH3:31])=[O:28]

Komponenten

7

Edukt 6

HCID 63582-BromopropaneHCID 12021Dimethyl CarbonateHCID 24758Sodium hydrideHCID 667273,4-DimethoxybenzeneacetonitrileHCID 848548Methyl 4-(cyanomethyl)benzoateHCID 2724254Sodium bis(trimethylsilyl)amide

Produkt 1

HCID 59419916Methyl 4-(5-bromo-2-cyano-1-methoxy-1-oxopentan-2-yl)benzoate

Versuchsvorschrift

For Step 1, methyl 4-(cyanomethyl)benzoate was substituted for (3,4-Dimethoxyphenyl)acetonitrile and dimethyl carbonate was substituted for 2-bromopropane. For Step 2, sodium hydride was substituted for NaHMDS.

Quellen und Nachweise

ORD-Eintrag
ord-93172768202b488bbf9cd50f45bba093
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09227918B2

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