Sodium Dithionite → HCID 12546817, compound

Participants

Reaction Steps

The yield of 2,6-dimethyl-4-propoxyazobenzene (20.2 g) from the previous step was dissolved in 95% alcohol (175 ml). Water was added (160 ml) and the mixture was heated to reflux. Sodium hydrosulfite (Na2S2O4) (44.8 g) was added to the boiling solution in small portions. After completion of this addition, reflux was continued for 30-60 min. The alcohol was removed by distillation at reduced pressure. The remaining heterogeneous residue was made alkaline and was extracted with ether. The ether extract was dried (Na2SO4), filtered, and evaporated. The residual oil was fractionated by distillation in vacuo. After a forerun of aniline, the desired product distilled at 101° C. (0.7 mmHg); nD25 =1.5393. The yield of 2,6-dimethyl-4-propoxyaniline was 6.86 g (51%). Calcd. for C11H17NO: C 73.7, H 9.56, O 8.93. Found: C 73.3, H 9.82, O 8.76.

Provenance & Evidence