Hydrochloric Acid → HCID 135702827, compound

Participants

Reaction Steps

32.9 g (0.17M) of 4-heptylaniline was cooled below 0° C. and 85 g of 10% aqueous hydrochloric acid solution was added thereto. To the mixture was then added dropwise an aqueous solution of 12.1 g of sodium nitrite in 70 ml of water while cooling the mixture so as not to exceed 0° C. After the dropwise addition, the reaction was continued for 30 minutes. The reaction mixture was transferred into a dropping funnel and added dropwise therefrom into 300 ml of an 8%-NaOH aqueous solution containing 16 g of phenol while the temperature was kept below 5° C. After the dropwise addition, stirring was continued for 1 hour, and thereafter a 10% aqueous hydrochloric acid solution was added until the pH reached 5 to 6 thereby precipitating the reaction product. The precipitate was placed on a filter, washed with water and dried under reduced pressure overnight. The dried product was washed with 500 ml of petroleum ether and dried under reduced pressure to obtain 34.7 g (0.12M) of 4-hydroxy-4'-heptylazobenzene. The yield was 70%.

Provenance & Evidence