3- Pentyl a-bromopropionate

This method is suitable for the preparation of mono- and di-a-substituted /3-ketoesters. Bromoacetates fail in this reaction. Yields with ethyl a-bromopropionate are considerably lower (30-36% with capronitrile) however, ethyl esters are useful for higher-molecular-weight compounds whose sec-alkyl esters are cracked by distillation. With 3-pentyl a-bromopropionate, the yields are slightly higher (53-60% with capronitrile). Both aromatic and aliphatic nitriles are suitable benzonitrile gives yields comparable to those obtained with capronitrile. Alkyl substitution in the a- and /8-positions (cf. Note 4) of aliphatic nitriles lowers the yield to 29% and 38%), respectively 7-substitution has no effect. 

---

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ , ]

---