Sodium borohydride → HCID 85700288, compound

Participants

Reaction Steps

Sodium borohydride (2.48 g, 65.7 mmol) was added to a methanol (200 mL) solution of ethyl 2-methyl-3-oxohept-6-enoate (12.1 g, 65.7 mmol) with stirring under ice cooling. The mixture was stirred for 30 minutes in this bath, further stirred at room temperature for 2 hours, and then concentrated under reduced pressure to remove the solvent. The residue was diluted with dilute hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with water, saturated aqueous sodium bicarbonate, and saturated saline, then dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain the compound of interest as a colorless oil (6.11 g).

Provenance & Evidence