Lithium tri-tert-butoxyaluminohydride → HCID 68147422, compound

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Reaction Steps

A solution of 1 g. of 1,3-diacetoxy-8α-estra-1,3,5(10)-trien-17-one in 30 ml. of absolute THF is agitated under ice cooling with 2 g. of lithium tri-tert.-butoxyaluminum hydride for 45 minutes under ice cooling. The mixture is then introduced into acetic ice water/NaCl and extracted with ether. The organic phase is washed neutral, dried, and evaporated. The residue (1 g.) is purified by layer chromatography; after recrystallization from hexane/acetone, 380 mg. of 1,3-diacetoxy-8α-estra-1,3,5(10)-trien-17β-ol is produced, m.p. 210°-211° C.

Provenance & Evidence