m ‐Chloroperbenzoic Acid

Abstract

m ‐Chloroperbenzoic acid reactant: 52.5 g. (0.300 mole) of m ‐chlorobenzoyl chloride product: m ‐chloroperbenzoic acid

Solvent‐Free Epoxidation of Olefins Catalyzed by “[MoO2(SAP)]”: A New Mode of tert‐Butylhydroperoxide Activation

“…Epoxides are powerful building blocks in synthetic chemistry, since nucleophilic ring-opening leads to a large variety of functional products from small-size molecules (aminoalcohols, diols, etc…) [1][2] to oligomer and polymers. [3][4][5] In general, epoxides are efficiently obtained by oxygen atom transfer to olefins, either using stoechiometric organic peracids such as m-chloroperbenzoic acid (mCPBA) [6] or MeCOOOH, [7][8] or milder oxygen transfer agents in metal-catalyzed processes. In the latter case, the terminal oxidant may be PhIO, NaClO, [9] tertbutylhydroperoxide (TBHP) in decane or in water, [10] H2O2 in water [11] or in an organic solvent, [12] H2O2-urea in an ionic liquid, [13] or even O2.…”

m‐CPBA/KOH: An Efficient Reagent for Nucleophilic Epoxidation of gem‐Deactivated Olefins.

“…Flash column chromatography (ethyl acetate-hexane, 1:2) gave pure sulfone 6 (370 mg, yield 87 %) as a white solid: mp (hexane) 126-128 ºC. 1 H NMR δ 8.46 (t, J=2.7, 1H), 7.94 and 7.33 (AA'BB' system, 4H), 2.83-2.77 (m, 2H), 2.58-2.51 (m, 2H), 2.43 (s, 3H). 8 (250 mg, 0.68 mmol) was oxidized with m-CPBA (279 mg, 1.36 mmol) after 2 hours of reaction.…”

“…IR (film): 1781. 1 H NMR δ 7.94 and 7.36 (AA´BB´ system, 4H), 7.84 (d, J=0.8, 1H), 5.93 (d, J=0.8, 1H), 3.90 (m, 1H), 3.76 (m, 1H), 2.43 (s, 3H), 1.24 (t, J=6.9, 3H). 13 2.15 (ddd, J=17.0, 11.3 and 5.9, 1H), 2.09 (dddd, J=15.2, 10.7, 5.7 and 1.4, 1H), 1.90-1.67 (m, 2H), 1.29 (t, J=7.1, 3H).…”

“…and then the solution was evaporated to dryness under vacuum. It was titulated following the procedure reported in literature 1 to afford a purity of 84%. Alkenes 12 and 13 were synthesized following the procedure reported in literature.…”

Co2+-exchanged SAPO-5 and SAPO-34 as efficient heterogeneous catalysts for aerobic epoxidation of alkenes

“…Traditionally, epoxides are produced by the epoxidation of alkenes with stoichiometric amount of peracid as oxidant, which is hazardous and environmentally undesirable. In order to overcome this disadvantage, some studies have been dedicated to the epoxidation of alkenes with organic oxidants (m-CPBA, CHP or TBHP) or inorganic oxidants (H 2 O 2 , NaClO or O 2 ) [4][5][6][7][8][9][10]. Among these oxygen donors, molecular oxygen is the most desired oxidant with respect to the economic consideration.…”