Reaktion #738680

ord-b748219fb2ff4f3ebf229c797fce48a5

Reaktionsgleichung

C[C@]12C[C@H](c3ccc(OCCCCCCCl)cc3)C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CCC2=O
product
C[C@]12C[C@H](c3ccc(OCCCCCCCl)cc3)C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CCC2=O
11beta-[4-[(6-chloro hexyl)oxy]phenyl]estra-4,9-diene-3,17-dione
CC(=O)OC(C)=O
acetic anhydride
CC(=O)Br
acetyl bromide
→
C[C@]12C[C@H](c3ccc(OCCCCCCCl)cc3)[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CCC2=O
desired product
Ausbeute 100.4%
C[C@]12C[C@H](c3ccc(OCCCCCCCl)cc3)[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CCC2=O
3-hydroxy 11beta-[4-[(6-chloro hexyl)oxy]phenyl]estra-1,3,5(10)-trien-17-one
Ausbeute 100.4%

Edukte

C[C@]12C[C@H](c3ccc(OCCCCCCCl)cc3)C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CCC2=O
product
C[C@]12C[C@H](c3ccc(OCCCCCCCl)cc3)C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CCC2=O
11beta-[4-[(6-chloro hexyl)oxy]phenyl]estra-4,9-diene-3,17-dione
CC(=O)OC(C)=O
acetic anhydride
CC(=O)Br
acetyl bromide

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The operation is carried out as in Stages B and C of Example 3 starting with 481 mg of the product obtained in Stage A above using 0.5 cm3 of acetic anhydride and 0.25 cm3 of acetyl bromide. 483 mg of desired product is obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06281204B1uspto-grants-2001_08