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ChemicalBook CAS DataBase List (-)-CAMPHOR
464-48-2

(-)-CAMPHOR synthesis

4synthesis methods
-

Yield:464-48-2 93%

Reaction Conditions:

with trifluorormethanesulfonic acid;1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in 1,4-dioxane at 20; for 0.466667 h;

Steps:

General Procedure for the IBX-TfOH mediated oxidation of alcohols
General procedure: To the suspension of IBX (1.1 equiv., or 1.1 mmol) and TfOH (2-5 mol %, or 0.02-0.05 mmol) in 3 mL 1,4-dioxane, alcohol (1.0 equiv., 1.0 mmol in 2 mL 1,4-dioxane) was added at room temperature, and the reaction mixture was vigorously stirred till the complete consumption of alcohol, as indicated by TLC. The solvent was evaporated under reduced pressure, and the resulting residue was diluted with 10 mL of dichloromethane. The heterogeneous mixture was stirred for 5 minutes and filtered. The residue was washed with dichloromethane (3×3 mL) and the filtrate was evaporated to dryness to obtain the desired product in sufficiently pure form.

References:

Kumar, Kamlesh;Kumar, Prashant;Joshi, Penny;Rawat, Diwan S [Tetrahedron Letters,2020,vol. 61,# 15,art. no. 151749] Location in patent:supporting information

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