Sulfuric acid magnesium salt (1:1) → HCID 22640679, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-heptanoic acid ethyl ester (3.657 g, 11 mmole) in 100 mL of ether was treated with 1.6 g of lithium aluminum hydride, heated at reflux for four hours and then cooled to 0° C. The reaction mixture was quenched by the successive addition of 1.6 mL water, 1.6 mL 15% sodium hydroxide solution and 4.8 mL water and stirred at room temperature until a white precipitate formed. MgSO4 was added and the mixture was filtered and concentrated in vacuo affording a yellow oil. The product was purified by flash chromatography (SiO2, 25% ethyl acetate in hexanes) to yield 2.1 g of 2-(4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-7-yl)-heptan-1-ol as a pale yellow oil.

Provenance & Evidence