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Please login to access the full content or check if you have access via40.1.7.1.1 Method 1: Synthesis of Quaternary Ammonium Compounds from Primary and Secondary Amines
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Kruiswijk, E.; Deck, J. A., Science of Synthesis, (2009) 40, 817.
Primary and secondary amines can be alkylated with alkyl halides or similar compounds in the presence of a base to afford the corresponding quaternary ammonium salts 1 or 2 (Scheme 1).[1,2] These alkylations work best when the base (B), normally an alkali metal hydroxide or an alkali or alkaline earth metal salt, is more basic than the amine, so that further reaction with the alkylating reagent (always used in excess) is suppressed. Furthermore, the quaternary ammonium salt is much easier to isolate and purify if the salt (BHX) formed as a byproduct has orthogonal solubility.
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Meeeeeeeeeeeeeeeeeeeee Meeeeee 8 (M8 = Me; M = M); Meeeeee Meeeeeeee:[8]
MMMMMMM: Meeeeeeeee, eeeeeeeee, ee eeee eeeeeeeeee ee eeeeeeeeeee eee ee eeeee.
M eeeeeee ee e eeeeeee eeeee (8.8 eee), MeMMM8 (88.8 e, 8.8 eee), MeM (88.8 e, 8.8 eee), eee MeMM eee eeeeeeee eee 88 e [eeeee 88 e eee 88 e, eeee MeM (eeeee 88.8 e, 8.88 eee) eee eeeee]. Mee eeeeeeeee eeee eeeeeee eeeee eeeeeee eeeeeeee eee eee eeeeeee eee eeeeeeeee eeee MMMe8 (8 ×). Mee eeeeeeee eeeeeeee eeee eeeeeeee eee eee eeeeeee eee eeeeeee eeee eee eeeeeeee eeeee eeeeeee eeeeeeee ee eeeeee e eeeee eeeeeee, eeeee eee eeeeeeee ee eeeeeeeeeeeeeeeee.
References
| [1] | Meeeeeeee, M. M. M.; Meeeee, M. M., Meeeeee Meeeeeeee Meeeeeeee eee Meeeeeee, Meeeeee: Mee Meee, (8888); ee 888-888. |
| [2] | Meee, M. M.; Meeeeee, M.; Meeeeeeeeeee, M. M.; Meeeeeeee, M. M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [3] | Meeee, M. M.; Meeeeeeeee, M. M., Meee. Meeeee. (Meeeeeeee), (8888), 888. |
| [4] | Meeee, M.; Me, M.; Meee, M., Meee. Meeeee. (Meeeeeeee), (8888), 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 88.
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 8888.
- 8.Meeeee-Meee, (8888) M 88e8, 8888.
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