P-Anisidine → 4-Methoxybenzenediazonium tetrafluoroborate

p-Anisidine (30.75 g, 0.25 mole) was dissolved in aqueous tetrafluoroboric acid (48%, 110 ml) in a 500 ml 3 necked flask fitted with mechanical stirring, and cooled to 0°-10° C. Sodium nitrite (17.5 g, 0.25 mole) was separately dissolved in water (34 ml) and the solution cooled to 5°-10° C., and was then added dropwise to the reaction mixture over 60 minutes. The reaction mixture was stirred for about 45 minutes at 0°-10° C., and then tested with starch-iodide paper for excess nitrous acid. Any excess nitrous acid was destroyed by adding a small amount (approx. 0.1 g.) of sulfamic acid. The precipitate was filtered, washed once with ice-cold water (about 30 ml), and then twice with methanol (20 ml each time). The product diazonium tetrafluoroborate was dried under vacuum at ambient temperature. Yield 45.4 g (about 82%). This could be purified by dissolving in minimum amount of acetone, and precipitating with ether, repeating this process three times. The final product was filtered, washed with ether (30 ml), and dried.

1. customfitted with mechanical stirring
2. temperaturecooled to 0°-10° C
3. temperaturethe solution cooled to 5°-10° C.
4. additionwas then added dropwise to the reaction mixture over 60 minutes
5. customAny excess nitrous acid was destroyed
6. additionby adding a small amount (approx. 0.1 g.) of sulfamic acid
7. filtrationThe precipitate was filtered
8. washwashed once with ice-cold water (about 30 ml)
9. dry with materialThe product diazonium tetrafluoroborate was dried under vacuum at ambient temperature
10. customThis could be purified
11. dissolutionby dissolving in minimum amount of acetone
12. customprecipitating with ether
13. filtrationThe final product was filtered
14. washwashed with ether (30 ml)
15. customdried

ORDレコード

ord-975f9b7fd5454c5da3433d567ba07d9e

出典データセット

uspto-grants-1994_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05300675