反应详情

Reduction of anisole. Lithium, in small pieces, (8.75 g, 1.25 gram-atoms) was added to a solution of anisole (54 g, 0.5 mol) in n-propylamine (400 mL), ethylenediamine (105 g (1.75 mol) and t-butanol (111 g, 1.5 mol) cooled to -18°. The temperature increased to 12° and then decreased to -5°. After 2 hr all of the lithium had reacted and the reaction mixture was diluted with 800 mL of water added slowly. The mixture was extracted with ether (3×250 mL). The ether extracts were washed with water (3×200 mL) and brine (1×100 mL) and evaporated. The residue was distilled to give 27.5 g (50% of 1-methoxy-1,4-cyclohexadiene containing 10% of 1-methoxy-1,3-cyclohexadiene by glpc and nmr.

1. temperaturecooled to -18°
2. temperatureThe temperature increased to 12°
3. customdecreased to -5°
4. additionadded slowly
5. extractionThe mixture was extracted with ether (3×250 mL)
6. washThe ether extracts were washed with water (3×200 mL) and brine (1×100 mL)
7. customevaporated
8. distillationThe residue was distilled