Hydrochloric Acid → HCID 76714893, compound

Participants

Reaction Conditions

Reaction Steps

In a stream of nitrogen, sodium borohydride (5.1 g, 0.14 mol) and THF (360 ml) were put into a 1-L flask, followed by cooling to 0° C. Methyl 3-oxo-6,8-decadienoate (f) (88.8 g, 0.45 mol) was added dropwise thereinto for 1 hour. After completion of the dropwise addition, a 35% aqueous solution of hydrochloric acid (47 g) was added dropwise thereinto, followed by extraction twice with ethyl acetate (180 ml). After the organic layer was washed with water (178 mL), the solvent was removed under a reduced pressure. Thus, methyl 3-hydroxy-6,8-decadienoate (g) was obtained (86.1 g, 0.43 mol, yield 96%).

Provenance & Evidence