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5-(3,3-dimethyloxiranyl)-3-methylpent-2-en-1-yl acetate synthesis

7synthesis methods
-

Yield:37715-31-4 59% ,79238-73-6 22%

Reaction Conditions:

with rhodium(II) acetate dimer;oxygen;isobutyraldehyde in acetone at 20;Concentration;

Steps:

4.2 General procedure

General procedure: A two-neck round bottom flask was charged with Rh2(OAc)4 (4.4 mg, 0.01 mmol), and alkene (1.0 mmol) followed by addition of acetone (3.0 mL). A dry-ice condenser was attached to the flask, then, isobutyraldehyde (274 μL, 3.0 mmol) was added; and a constant flow of oxygen was introduced to the system via an oxygen-filled balloon. Reaction completion was monitored by GC-MS. When the reaction was complete, solvent was removed under reduced pressure and the oily residue was separated by flash chromatography using ether-hexanes solvent mixtures. All epoxide product spectroscopic data were in accord with literature data.

References:

Shabashov, Dmitry;Doyle, Michael P. [Tetrahedron,2013,vol. 69,# 47,p. 10009 - 10013] Location in patent:supporting information