Patent ID: 7053229

Claim:
A process for preparing a 4-(17α-alkoxymethyl-17β-substituted-3-oxoestra-4,9-dien-11β-yl)benzaldehyde-(1E)-oxime compound of formula (I) in which R means an amino group, an O—C 1-7 -alkyl- or O-aryl radical, an S—C 1-7 -alkyl- or S-aryl radical, an NH—C 1-7 -alkyl- or NH-aryl radical or an N-di-C 1-7 -alkyl radical, R 1 means a hydrogen atom or a C 1-6 -alkyl radical, R 2 means a C 1-4 -alkyl radical, and R 3 means a C 1-6 -alkyl radical, comprising reacting a benzadoxime compound of formula (II) in which R 1 , R 2 and R 3 have the meanings provided above, with chloroformic acid trichloromethyl ester or phosgene in an inert solvent in the presence of a tert-amine compound at a temperature of −35 to +30° C. to form the chloroformic acid compound of formula (III), in which R 1 , R 2 and R 3 have the meanings provided above, and reacting the chloroformic acid compound of formula (III) with a C 1-7 -alkyl- or aryl alcohol, C 1-7 -alkyl- or aryl thioalcohol or C 1-7 -alkyl- or arylamine or a di-C 1-7 -alkylamine compound to form a 4-(17α-alkoxymethyl-17β-substituted-3-oxoestra-4,9-dien-11β-yl)benzaldehyde-(1E)oxime compound of formula (I).