Cerium(III) chloride → HCID 54572386, compound

Participants

Reaction Steps

To a mixture of 0.36 g of methyl 4-oxocyclohex-2-enepropionate and 500 ml of 0.4M cerium chloride in methanol there was added carefully 0.07 g of sodium borohydride and the mixture was stirred for 10 minutes at room temperature. The reaction was quenched with 2 ml of water and the methanol solvent was removed under reduced pressure. The residue was partitioned between 10 ml of water and 50 ml of ether and the separated organic layer was dried over magnesium sulfate. Evaporation of the solvent from the organic solution gave methyl 4-hydroxycyclohex-2-enepropionate as a clear oil which was used without further purification. 1H NMR (CDCl3) δ 3.56 (s, 3H); 3.90-4.30 (m, 1H); 5.50-5.75 (m, 2H).

Provenance & Evidence