Aluminium lithium hydride → HCID 131720506, compound

Participants

Reaction Conditions

Reaction Steps

To 57 mg (200 μmole) (16) was added 1.8 mL of dry THF, and the solution was cooled to 0° C. Then 9.5 mg of lithium aluminum hydride (250 μmole, 1.25 eq H-) was added, and the reaction was monitored by TLC. After 45 min the reaction was quenched with ca. 20 mL ethyl acetate and the solution stirred for 40 min. The organic layer was washed 1× with 5% citric acid and 1× with 5% NaHCO3. The organic layer was dried with Na2SO4, filtered, and the filtrate evaporated. The residue was pumped on high vacuum overnight to give the title compound. NMR (300 MHz, CDCl3): δ 9.52 (s, CHO, 1H), 4.27 (br m, Cha-α, 1H), 4.04 (q, CH3CH2OCO, 2H), 1.80-0.80 (m, cHxCH2, 13H), 1.17 (t, CH3CH2OCO, 3H).

Provenance & Evidence