Methyl iodide → HCID 23295998, Verbindung

Reaktionsgleichung

[Br:1][C:2]1[CH:7]=[C:6]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[CH:5]=[C:4]([CH2:17][CH3:18])[C:3]=1[OH:19].[C:20]([O-])([O-])=O.[K+].[K+].IC>>[Br:1][C:2]1[CH:7]=[C:6]([C:8](=[O:16])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[CH:5]=[C:4]([CH2:17][CH3:18])[C:3]=1[O:19][CH3:20]

Komponenten

Edukt 3

HCID 6328Methyl iodide

HCID 11430Potassium Carbonate

HCID 23296012HCID 23296012, Verbindung

Produkt 1

HCID 23295998HCID 23295998, VerbindungAusbeute 66 %

Versuchsvorschrift

At ambient temperature, to a stirred mixture containing 2-bromo-4-(2-chlorobenzoyl)-6-ethylphenol (14.56 g, 42.82 mmol) and K2CO3 (8.90 g, 64.5 mmol) in N,N-DMF (11.6 mL) was added iodomethane (3.98 mL, 64.4 mmol). After 48 h, the reaction was quenched with H2O (300 mL) and extracted with hexane. The organic extracts were washed with H2O (2×100 mL), brine (1×100 mL), dried (Na2SO4) and concentrated. Purification on Biotage KP-Sil eluting with a 0, 2.5 & 5% EtOAc/hexane step gradient gave 10.0 g (66%) of the title compound. 1H NMR: consistent. mass spectrum (EI) m/z 352 (M+). Anal. Calcd. for C16H14BrClO2.0.2H2O: C, 53.79; H, 4.06; N, 0.00. Found: C, 53.89; H, 3.91; N, 0.08.