反应详情

A reaction mixture containing 5 g (0.045 mole) of cadmium metal dissolved in 100 g of mercury and 100 ml of acetonitrile was brought to reflux and 10.8 g (0.04 mole) of 2,4-dichloro-2-fluoro-5,5-dimethoxy-4-methylpentanenitrile and 0.05 mole of dimethylformamidehydrochloride in 50 ml of acetonitrile were added dropwise. After the addition was complete refluxing was maintained for an additional 5 hours. The salts and Hg were removed by filtration and the solvent was removed in vacuo. The residue was distilled through a Kuglerohr apparatus to afford 30 g of crude 4-chloro-2-fluoro-5,5-dimethoxy-4-methylpentanenitrile which was distilled through a spinning band column. Fractions boiling between 52°-55° C., 0.3 mm Hg, were collected and were shown to be essentially pure diasteromeric 4 -chloro-2-fluoro-5,5-dimethoxy-4-methylpentanenitriles, 'Hnmr (Acetone d6TMS) δ 1.5-1.75 (m, 3H, --CH3); δ 2.60 (dm, 2H, -- CH2 --), JHF 20.76 z; δ 3.58 ##STR7## δ 5.8 (dt, 1H, --CHF--); JH2F 46.6 Hz. IR NaCl neat 2260 cm-1 ; 1070 cm-1.

1. temperatureto reflux
2. additionAfter the addition
3. temperaturewas complete refluxing
4. temperaturewas maintained for an additional 5 hours
5. customThe salts and Hg were removed by filtration
6. customthe solvent was removed in vacuo
7. distillationThe residue was distilled through a Kuglerohr apparatus