Butylated Hydroxyanisole → HCID 137331181, compound

Participants

Reaction Steps

Para-aminophenol is acetylated by reaction with acetic anhydride to form 4-acetoxyacetanilide, which is then nitrated to form 4-acetoxy-2-nitroacetanilide (V). V is then reacted with 3-chloropropyldimethylvinylsilane to form 4-(3'-dimethylvinylsilylpropoxy)-2-nitroacetanilide (VI). VI is hydrolyzed to form VII, which is then reacted with nitrous acid to form a 4-(3'-dimethylvinylsilylpropoxy)-2-nitrobenzenediazonium ion (VIII). The diazonium ion VIII is then reacted with 2-t-butyl-4-methoxyphenol to form 2-t-butyl-6-[4'-(3"-dimethylvinylsilylpropoxy)-2'-nitrophenylazo]-4-methoxyphenol (IX). The azo compound IX is then reacted with glucose and base, and then with zinc to form 2-(3'-t-butyl-2'-hydroxy-5'-methoxyphenyl)-5-(3"-dimethyl-vinylsilylpropoxy)benezotriazole (X).

Provenance & Evidence