5H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo- → 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol

Participants

Reaction Steps

0.5 G. of lithium aluminum hydride is added to a solution of 2.78 g. of 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propionic acid in 200 ml. of anhydrous ether. The mixture is stirred for 2 hours and then excess hydride is destroyed by sequential addition of ethyl acetate, methanol and water. The ethereal solution is separated and filtered and to it is added 15 g. of activated manganese dioxide. The mixture is stirred for 8 hours, then filtered through 10 g. of silica gel and the eluate evaporated to afford 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propan-1-ol (m.p. 63°-66°C).

Provenance & Evidence