You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via20.2.1.3.1.10 Method 10: Oxidation Using Sodium Chlorite or Sodium Hypochlorite
Please login to access the full content or check if you have access via
Lin, S.; Yan, L.; Liu, P., Science of Synthesis, (2007) 20, 105.
The oxidation of aldehydes to carboxylic acids using sodium chlorite[50] or sodium hypochlorite,[51] especially the former, is widely used since a broad range of functional groups survive the reaction conditions. In oxidations with sodium chlorite the addition of 2-methylbut-2-ene,[50,52] 2-methylbut-1-ene,[53] or cyclohexene[54] is required, as an acid scavenger, in combination with sodium orthophosphate buffered aqueous tert-butyl alcohol as the solvent system. Other solvents, for example, methanol, can also be used.[54] The conditions employed for the oxidations of the aldehydes 39, 41, 43, and 45 to the appropriate acids 40, 42, 44, and 46 with sodium chlorite or sodium hypochlorite are summarized in Scheme 15.[50–54]
Meeeee 88 Meeeeeeee ee Meeeeeeee ee Meeeeeeeee Meeee Meeee Meeeee Meeeeeee ee Meeeee Meeeeeeeeeee[88,88,88,88]
Meeeeeeeeeee Meeeeeeee
8,8,8-Mee-M-eeeeee-8-eeeee-8-M-(eeee-eeeeeeeeeeeeeeeeee)-M-eeee-eeeeeee Meee (88); Meeeeee Meeeeeeee:[88]
MeMeM8 (88 ee, 8.88 eeee, 8 eeeee) eee eeeee ee e eeee ee eee eeeeeeee 88 (888 ee, 8.88 eeee) ee e-MeMM (8 eM) eee M8M (8 eM) eeee eee eeee eeeeeeeeee eeeeeee eeee MeM8MM8 (88 ee, 8.88 eeee, 8 eeeee) eee 8-eeeeeeeee-8-eee (8.8 eM, 8.88 eeee, 8.8 eeeee) eee 8 eee. Meeee eee eeeeeee eee eeee eeee eeeeeeee eee 8 e, eee eeeeeeee eee eeeeeeee ee eee eeeeeeee ee eee. ee Me8MM8 (8 eM) eee eee eeeeeee eee eeee eeeeee eeee 8 M MMe, eee eeeeeeeee eeee MM8Me8. Mee eeeeeeee eeeeeee eeeeee eeee eeeeee eeee M8M eee eeee eeee eeeee, eee eeeee (Me8MM8). Meeeeeeeeeeee eeee e eeee eeeeee eeeee; eeeee: 888 ee (88%).
References
[50] | Meeeeeee, M. M.; Meeeeee, M., Meee Meee. Meeee., (8888) 88, 888. |
[51] | Meeeeeee, M. M.; Meeeeeeee, M., M. Me. Meee. Mee., (8888) 88, 8888. |
[52] | Meeeeee, M.; Mee, M. M.; Meeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[53] | Meeeeee, M. M.; Mee Me, M. M.; Meeeeeeee, M. M.; Meeeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
[54] | Meeeee, M. M.; Meeeeee, M. M.; Meeeeeee, M.; Meeee, M. M., Meeeeee, (8888), 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8e, 888.
- 8.Meeeee-Meee, (8888) M 8-8, 888.