2-Chloro-4-(5-ethyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl)benzonitrile → Rac-2-chloro-4-[(4r,5r)-5-ethyl-4-hydroxy-3,3-dimethyl-2-oxopyrrolidin-1-yl]benzonitrile

HRID 1173666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1173666
[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[CH:14]([CH2:15][CH3:16])[C:13](=[O:17])[C:12]([CH3:19])([CH3:18])[C:11]2=[O:20])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].C([BH-](C(CC)C)C(CC)C)(CC)C.[Li+].C1COCC1>>[Cl:1][C:2]1[CH:9]=[C:8]([N:10]2[C@H:14]([CH2:15][CH3:16])[C@H:13]([OH:17])[C:12]([CH3:19])([CH3:18])[C:11]2=[O:20])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Komponenten

3

Edukt 2

HCID 595570162-Chloro-4-(5-ethyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl)benzonitrileHCID 131725857L-SELECTRIDE tetrahydrofuran

Produkt 1

HCID 67105605Rac-2-chloro-4-[(4r,5r)-5-ethyl-4-hydroxy-3,3-dimethyl-2-oxopyrrolidin-1-yl]benzonitrile

Versuchsvorschrift

Using 2-chloro-4-(5-ethyl-3,3-dimethyl-2,4-dioxopyrrolidin-1-yl)benzonitrile (60 mg) and lithium tri(sec-butyl)borohydride-THF solution (0.307 mL, 1 mol/L), and in the same manner as in Example 5, the title compound was obtained as a colorless solid (yield: 50 mg, 84%).

Quellen und Nachweise

ORD-Eintrag
ord-d3190de9743c43899215f697af829ea2
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834051B2

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