2-HEPTYL-2-CYCLOHEXENONE

Heneicosanoic acid, 60, 13 Heptadecanoic acid, 60, 13 Heptane, 1-bromo- [629-04-9], 61, 59 Heptanoic acid, 60, 13 2-HEPTYL-2-CYCLOHEXENONE, 61, 59... 

HEPTYL-2-CYCLOHEXENONE ALKYLATION OF THE ANION FROM BIRCH REDUCTION OF o-ANISIC ACID... 

Heptyl-2-cyclohexenone. A 1-L, three-necked, round-bottomed flask is charged with 15.2 g (0.1 mol) of o-anisic acid (Note 1) and 100 mL of tetrahydrofuran (Note 2). An acetone-dry ice condenser and mechanical stirrer are put in place, the flask is immersed in an acetone-dry... 

The synthesis of ETHYL a-(BROMOMETHYL)ACRYLATE and METHYL a-(BROMOMETHYL)ACRYLATE makes these valuable intermediates readily available for the synthesis of a-methylene-y-bu-tyrolactone derivatives and other substances as well. A simple procedure for the preparation of 2-alkyl-2-cyclohexenones by reductive alkylation of o-anisic acids is demonstrated in the preparation of 2-HEPTYL-... 

Chiral bicyclic lactams are excellent precursors to a wide variety of chiral, non-racemic carbocycles including cyclopentenones, cyclohexenones, cyclopropanes, indanones, naphthalenones, and asymmetric keto acids.3 Recently they have been applied to the synthesis of chiral, non-racemic pyrrolidines and pyrroiidinones,4 that are medicinally and synthetically important molecules.5 The three-step procedure described here provides an efficient route (overall yield 46%) to (S)-5-heptyl-2-pyrrolidinone of high enantiomeric purity. The scheme below illustrates this reaction. 

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