Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Droloxifene | HCID 3033767 | — |
| Product | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 5284647 | HCID 5284647 | — |
Reaction Steps
A method for the production of E-1-[4'-(2-dimethylaminoethoxy)-phenyl]-1-(3 '-hydroxyphenyl)-2-phenyl-1-butene of formula (I) ##STR9## which comprises the steps of a) heating the compound of formula (II) ##STR10## where R is an easily hydrolyzable protecting group at a temperature within the range of 70°-80° C. for a time within the range of 4-6 hours in the presence of an organic solvent and HCl gas and then cooling the reaction to a temperature within a range of -5° to 5° C. for a time within the range of 10-14 hours to obtain E/Z-1-[4'-(2-dimethylaminoethoxy)-phenyl]-1-(3'-hydroxyphenyl) -2-phenyl-1-butene×hydrochloride of formula (IIIa), and ##STR11## b) heating the compound of formula(IIIa) at a temperature within the range of 50°-60° C. for a time within the range of 10-24hours in the absence of an organic solvent and in the presence of 40-50% by volume suifuric acid or 32-37% hydrochloric acid, and alkalinizing the reaction mixture to obtain the compound according to formula (I).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05693863 |
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| Source dataset | uspto-grants-1997_12 |
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| ORD ID | ord-a05ceae3fe1143d380b6eb6d10602442 |
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| Source note | uspto-grants-1997_12 |
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