Saturday, October 6, 2007

making of beta-ketoester

adds methylester to a methyl ketone to form beta-ketoester:
1. NaH/toluene/dimethylcarbonate/reflux, trace of MeOH to initiate the reaction,
then add the methylketone dropwise into the reaction mixture.
reaction is very exothermic, add slowly.
KH or DMF can also be used to initiate the reaction.
kinetic enolate is formed.

2. LDA/HMPA, cyano methylcarbonate (mander's reagent). -78C.
C-alkylation. if chloro methylcarbonate was used, only O-alkylation product.

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