The synthesis of alkyl carbamates from primary aliphatic amines and dialkyl carbonates in supercritical carbon dioxide

✍ Scribed by Maurizio Selva; Pietro Tundo; Alvise Perosa

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 60 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)02390-5

✦ Synopsis

At 130°C and in the presence of compressed CO 2 , primary aliphatic amines [RNH 2 , R=C 10 H 21 , C 8 H 17 , cHex, 1-(C 10 H 7 )CH 2 ] react with organic carbonates (R%OCO 2 R%; R%=Me, Et) to give alkyl carbamates (RNHCO 2 R%, 1). Although CO 2 promotes the reaction also at a low pressure, good yields ( 80%) of 1 are achievable only with supercritical carbon dioxide (scCO 2 ) at 90 bar, which inhibits the formation of N-methylated by-products.