Acetic Acid → HCID 12798025, compound

Participants

Reaction Steps

Iron powder, 55 g, was added in portions to a stirred mixture of 94.6 g of 2-(4-nitrophenyl)-3-methylbutanoic acid, benzyl ester, 400 ml of acetic acid, and 100 ml of water, while the temperature was kept at 90°-95° by occasional application of an ice bath. After an additional 20 minutes at 90°-95°, the hot mixture was filtered, and the filtrate was diluted with water, precipitating an oil. The oil was extracted into butyl chloride, and the butyl chloride solution washed with water (3 times) and saturated sodium bicarbonate solution, dried (MgSO4) and evaporated to 85.7 g of orange oil, 2-(4-aminophenyl)-3-methylbutanoic acid, benzyl ester. Mass spectral analysis shows the expected molecular ion, m/e 283, of the product.

Provenance & Evidence