Nitroethane → 4-Methyl-alpha-(1-nitroethyl)benzenemethanol

Participants

Reaction Steps

The procedure of Example 1 was followed for the reaction of 120 g of p-tolualdehyde and 114 g of sodium bisulfite with 150 g of 1-nitroethane and 80 g of sodium hydroxide. Water was the solvent. The final product was a yellow liquid weighing 103 g: ir (film) 2.85 (m), 3.4 (m), 6.5 (s), 7.2 (m), 7.35 (m), 9.5 (m), 12.15 (m) microns; nmr (CDCl3) 7.12 (4H, s), 5.0 to 4.5 (2H, m), 2.95 (1H, s), 2.3 (3H, s), 1.4 and 1.2 (3H, doublet and doublets) ppm.

Provenance & Evidence