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ChemicalBook CAS DataBase List 5-(tert-butyl)hexahydro-2H-azepin-2-one
32741-89-2

5-(tert-butyl)hexahydro-2H-azepin-2-one synthesis

3synthesis methods
-

Yield:32741-89-2 90%

Reaction Conditions:

with 2-[(aminooxy)sulfonyl]-1,3,5-trimethylbenzene in acetonitrile at 20 - 70; for 6 h;

Steps:

General procedure for the preparation of amides from ketones

General procedure: To a round bottom flask, equipped with a magnetic stirring bar, was added ketone 1 (0.5 mmol, 1.0 equiv.) and acetonitrile (2 mL) at room temperature. To this stirred solution, freshly prepared O-(Mesitylsulfonyl)hydroxylamine 2 (2.0 equiv.) was added. The reaction mixture was stirred for the specified duration and temperature. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with ethyl acetate (10 mL) and washed with a saturated aqueous NaHCO3 solution (3 x 5 mL). The combined organic layer was washed with brine solution and dried over anhydrous Na2SO4. Solvent was removed under reduced pressure to get the crude product. The reaction that required elevated temperature was stirred first at room temperature for 2 hours after addition of MSH and then heated at 70 °C for the specified time.

References:

Chandra, Dinesh;Verma, Saumya;Pandey, Chandra Bhan;Yadav, Ajay K.;Kumar, Puneet;Tiwari, Bhoopendra;Jat, Jawahar L. [Tetrahedron Letters,2020,vol. 61,# 18,art. no. 151822] Location in patent:supporting information