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ChemicalBook CAS DataBase List 17α-Ethynyl-18-methylestra-3,5-diene-3,17β-diol Diacetate
13635-15-9

17α-Ethynyl-18-methylestra-3,5-diene-3,17β-diol Diacetate synthesis

8synthesis methods
-

Yield:-

Reaction Conditions:

with pyridine;acetic anhydride

Steps:

241 dl-13-Ethyl-17α-ethynyl-17β-hydroxygon-4-en-3-one, acetate

EXAMPLE 241 dl-13-Ethyl-17α-ethynyl-17β-hydroxygon-4-en-3-one, acetate Reflux dl-13-ethyl-17α-ethynyl-17β-hydroxygon-4-en-3-one (1.0 g) for 11/2 hours with acetic anhydride (16 cc), acetyl chloride (8.0 cc) and pyridine (0.8 cc). Remove the liquids under reduced pressure and partition the dry crystalline residue between benzene-ether and water. Wash the organic solvents under reduced pressure and triturate the residue with ice-cold ether to provide dl-13-ethyl-17α-ethynyl-3,17-dihydroxygona-3,5-diene, diacetate (0.725 g), m.p. 144°-150°C; λmax. KBr 3.09, 5.67, 5.77μ; λmax. EtOH 236 mμ (ε19,300). C25 H32 O4 Calculated: C, 75.72%; H, 8.11%. Found: C, 75.28%; H, 7.86%.

References:

US4002746,1977,A