Lithium Hydroxide → HCID 23042661, compound

Participants

Reaction Steps

To a solution of 7.5 g (21 mmol) 4a in 250 ml methanol were added 100 ml of 1N lithium hydroxide and the mixture was allowed to stir at room temperature for 2 hours. The methanol was removed under reduced pressure followed by dilution with 150 ml water and slow acidification with 6N hydrochloric acid to pH 1. The product was removed by filtration and washed with 0.1N hydrochloric acid and ether followed by vacuum drying. The 6.8 g of crude product were digested in 250 ml boiling chloroform then allowed to stand at 5° C. overnight. Filtration followed by vacuum drying gave 6.5 g (90%) 4b as marble white crystals: NMR (DMSO-d6) δ 12.7 (s.1H), 9.12 (t, 1H, j=6 Hz), 7.59 (s, 2H), 7.41 (s,5H), 4.94 (s, 2H), 3.86 (d, 2H, j=6 Hz), 2.37 (s, 3H).

Provenance & Evidence