2-Nitropropane → HCID 13588602, compound

Participants

Reaction Steps

A mixture of 640 mg (2.7 mmoles) of (E)-ethyl 2-cyano-3-(o-chlorophenyl)-2-propenoate (6) (prepared from ethyl cyanoacetate and o-chlorobenzaldehyde using the procedure described in Example I for an analogous cyanoester), 0.25 mL (2.78 mmoles) of 2-nitropropane, 357 mg (2.6 mmoles) of anhydrous potassium carbonate, and 4.0 mL of absolute ethyl alcohol was heated at reflux for 3 hours. The product was isolated as described in the procedure of Example VIII, affording 664 mg (88% yield) of cyclopropanoid cyanoester 12, stereochemically homogeneous as shown by NMR analysis: δ3.22 (singlet, cyclopropyl H); bp: 122°-155° C. (bath temperature, 0.08 mm).

Provenance & Evidence