Dimethyl Sulfate → p-tert-Butylanisole
Reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S(OC)(O[CH3:16])(=O)=O>>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH3:16])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]Participants
3
Procedure
In accordance with a more specific aspect of the present invention, a process is provided for producing N-sec-butyl-4-tert-butyl-2,6-dinitroaniline. The process may be broadly described as: (1) reacting 4-tert-butylphenol with dimethyl sulfate to produce 4-tert-butylanisole (a methylation reaction); (2) reacting the 4-tert-butylanisole with nitric acid, a reacting the 4-tert-butylanisole with nitric acid, a mixture of nitric acid and sulfuric acid or a mixture of nitric acid, sulfuric acid and oleum to produce 2,6-dinitro-4-tert-butylanisole (a nitration reaction); and (3) reacting the 2,6-dinitro-4-tert-butylanisole with sec-butylamine to produce N-sec-butyl-4-tert-butyl-2,6-dinitroaniline (an amination reaction).
Sources & evidence
- ORD record
- ord-e5597ff51cd146778b0e40e1cf590fc2
- Source dataset
- uspto-grants-1998_07
- Patent number
- US05777168
Reaction notes
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