Reacción #322968

ord-11cb8166c0c94963ac90a0df5e829955

Ecuación de reacción

CCCCc1ccccc1
4n-butylbenzene
O=S(=O)(O)O
sulfuric acid
O=[N+]([O-])O
nitric acid
O=S(=O)(O)O
sulfuric acid
→
CCCCc1ccc(S(=O)(=O)O)cc1
4-n-butylbenzenesulfonic acid
CCCCc1ccc(S(=O)(=O)O)cc1[N+](=O)[O-]
3-nitro-4-n-butylbenzenesulfonic acid

Reactantes

CCCCc1ccccc1
4n-butylbenzene
O=S(=O)(O)O
sulfuric acid
O=[N+]([O-])O
nitric acid
O=S(=O)(O)O
sulfuric acid

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroat 180° C.

Procedimiento

4-n-butylbenzenesulfonic acid is prepared by sulfonating 4n-butylbenzene with concentrated sulfuric acid at 180° C. as in previous reactions. Nitration of this compound with a mixture of sulfuric acid and nitric acid on a steam bath yielded 3-nitro-4-n-butylbenzenesulfonic acid. Hydrogenation of this in 50% ethanol/water over palladium on charcoal afforded 3-amino-4-n-butylbenzenesulfonic acid. Structural verification was obtained by carbon magnetic resonance, proton magnetic resonance and infra-red analysis.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04642240uspto-grants-1987_02