Dibromomethane → HCID 19869708, Verbindung

Reaktionsgleichung

[CH2:1]([C:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19])([CH2:8]CCC)[C:6]#[N:7])[CH2:2][CH2:3][CH3:4].C(Br)[Br:21].[OH-].[Na+]>CS(C)=O>[Br:21][CH2:8][C:5]([C:6]#[N:7])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19])[CH2:1][CH2:2][CH2:3][CH3:4]

Komponenten

Versuchsvorschrift

A 5 liter three neck round bottom flask equipped with mechanical stirrer was charged with 500 grams (2.46 moles, 1.0 ec.) of alpha-n-butyl-alpha-(2-methoxyphenyl) hexanenitrile and 2500 ml of DMSO and 513 grams of CH2Br2 (2.95 moles, 1.20 ec.). To the reaction was added dropwise over 3 hours 394 grams (4.92 moles, 2.0 eq.) of 50% NaOH. Upon addition of the base the reaction exothermed to 55° C. and was maintained at that temperature during the addition and for two hours following the completion of the addition. The reaction was 90% complete and was quenched by the addition of water. The product was isolated with ether and washed with water and brine. Distillation of the crude material gave 478 grams of product (66% yield, 90% pure) as a colorless liquid.