Hydrochloric Acid → Methyl (8-bromo-2-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)-acetate

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Reaction Steps

33 ml of 2M lithiumdiisopropylamide were added to a solution of 13.5 g (60 mmol) of 8-bromotetralone in 470 ml of THF at −30° C. under a protective gas atmopshere and, after stirring, a solution of 11 g (72.mmol) of methylbromoacetate in 100 ml of THF was added dropwise. The mixture was worked up after 18 h at room temperature by adding 10 ml of concentrated hydrochloric acid at 0° C. The solvent was removed in vacuo, and the residue was taken up in water and extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and concentrated; the residue was purified by column chromatography (silica gel, mobile phase: methylene chloride).

Provenance & Evidence