Ethanol → 4-Aminobenzaldehyde

Temperature

80 °C

To a 1-liter flask were added 66.7 g (0.487 mol) of p-nitrotoluene, 223 g of ethanol and 2.7 g (4.1% by weight of the p-nitrotoluene) of N, N-dimethylformamide to form a mixture which was dissolved, maintained at 80° C. and then incorporated dropwise over a period of time of 2 hours with an aqueous alkali solution prepared by adding 51.5 g of a 50% aqueous solution of sodium hydroxide to said aqueous solution of sodium polysulphide. After the end of the incorporation with the aqueous alkali solution, the whole mass was refluxed for an additional two hours thereby completing the reaction. The resulting reaction mixture was subjected to steam distillation to obtain 42.3 g (0.350 mol) of p-aminobenzaldehyde in purified form. The yield of the p-aminobenzaldehyde so obtained was 71.8%, based on the weight of p-nitrotoluene used.

1. customto form a mixture which
2. dissolutionwas dissolved
3. customincorporated dropwise over a period of time of 2 hours with an aqueous alkali solution prepared
4. temperatureAfter the end of the incorporation with the aqueous alkali solution, the whole mass was refluxed for an additional two hours
5. customthe reaction
6. customThe resulting reaction mixture
7. distillationwas subjected to steam distillation

ORD record

ord-46070803de2b4503891e158193c08487

Source dataset

uspto-grants-1981_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04273941