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Scholz, U.; Schlummer, B., Science of Synthesis, (2007) 31, 1667.
Another approach to alkylated arylamines is the dealkylation of arylammonium compounds or tertiary alkyl(aryl)amines. The reaction is especially smooth for the dealkylation of quaternary arylammonium salts, such as trimethyl(phenyl)ammonium iodide, which gives N,N-dimethylaniline (152) in refluxing aminoethanol in high yield (Scheme 266).[458]
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Meeeeeeeee eeeeeeee eeeee eee eeee ee eeeeeeeeeeee eeeeeeeeeee eeeee eeeeeee eee-eee-eeeeeeeeeeeeeeee ee eeee eeeeeeeeeee ee 88 eeeeeee.[888]
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Meeeee 888 Meeeeeeee ee 8,8,8-Meeeeeee-M-eeeeeeeeeeeee eeee 8,8,8-Meeeeeee-M,M-eeeeeeeeeeeeeee[888]
Mee eeee eeeeeeeeeeeeee ee eeeeeeee ee eeeeeeee ee, eee eeeeeee, M,M-eeeeeeeeeeeeeeeeee-8-eeeee eeee eeeeeeee eeeeeee ee eeeee eee eeeeeeeee eeeeeeeeeeee ee eeeeeeeeeee ee eee eeeeee eeeee eeee e eeeee eeeee. Meee eeee eeeeeeeeeeee ee eeeeee ee eeeeeeeeeeee eeee, M-eeeeeeeeeeeeeeee-8-eeeee (888) ee eeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeeee ee M-Meeeeeeeeeeeeeee-8-eeeee eeee M,M-Meeeeeeeeeeeeeeeee-8-eeeee[888]
M eeee eeeeeeeee eee eeeeeeeee eeeeee ee eee eeeeeeeee-eeeeeeeee eeeeeeeee ee eeeeeeee eeeeee ee eeeee eeeeeeeeeeeeee eee eeeeeeeeee eeeeeeee. Mee eeeeeee, M,M-eeeeeeeeeeeeeee eee ee eeeeeeeeeee ee M-eeeeeeeeeeeee (888) ee eeee eeeee (Meeeee 888).[88]
Meeeee 888 Meeeeeeee ee M-Meeeeeeeeeeee eeee M,M-Meeeeeeeeeeeeee[88]
Meeeeeeeeeee Meeeeeeee
M-Meeeeeeeeeeee (888); Meeeeee Meeeeeeee:[88]
Me e eeeeeee ee M,M-eeeeeeeeeeeeeee (8.888 e, 8.88 eeee) eee MeMe8(MMe8)8 (8.888 e, 8.88 eeee) ee eeeeeee (8 eM) eee eeeee e 8.88 M eeee ee e-MeMMM ee eee eeeeeee (8.8 eM, 8.8 eeee) eeeeeeee ee ee eeee 8 e eeeee eeeee. Mee eeeeeee eee eeee eeeeee eeee M8M ee eeeeee eeeeee e-MeMMM. Meeeeeeeeee ee eee eeeeeee eeeeeee eeee eee eeeeeeeeeeee eeeeeeeeeeeee, eeeee eee eeeee ee ee e 8 M eeee ee MMe ee Me8M (8 eM) eee eeeeeee ee 88°M eee 8 e. Me eee. MeMMM8 eee eeeee, eee eeeeee eeee eeeeeeeee, eee eee eeeeeee eeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (Meeeeeee); eeeee: 8.888 e (88%).
References
| [36] | Meeeeeeee, M.-M.; Meeee, M.; Meeeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
| [458] | Müeee, M.; Meeee, M., Meee. Mee., (8888) 88, 888. |
| [459] | Meeeeee, M. M.; Meeeeeee, M. M.; Meeee, M. M., Mee. Meee. Meeeee. Mee., (8888) 88, 888. |
| [460] | Meeeeee, M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [461] | Meeeeeee, M. M. M., Mee. Meeee., (8888) 88, 88. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 8888.
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