HCID 22814865, compound → HCID 86737548, compound

HRID 127170Notes

Reaction equation

HRID 127170 reaction equation
[O:1]1[C@@H:25]2[C@:2]31[C@H:11]([C@H:12]1[C@:23]([CH3:26])([CH2:24]2)[C@@:15]([O:27][C:28](=[O:30])[CH3:29])([C:16](=[O:22])[CH2:17][O:18][C:19](=[O:21])[CH3:20])[CH2:14][CH2:13]1)[CH2:10][CH:9]=[C:8]1[C@:3]3([CH3:35])[CH2:4][CH2:5][C:6]([O:31]C(=O)C)=[CH:7]1.Cl([F:40])(=O)(=O)=O>O1CCOCC1.O.N1C=CC=CC=1>[O:1]1[C@@H:25]2[C@:2]31[C@H:11]([C@H:12]1[C@:23]([CH3:26])([CH2:24]2)[C@@:15]([O:27][C:28](=[O:30])[CH3:29])([C:16](=[O:22])[CH2:17][O:18][C:19](=[O:21])[CH3:20])[CH2:14][CH2:13]1)[CH2:10][C@H:9]([F:40])[C:8]1[C@:3]3([CH3:35])[CH2:4][CH2:5][C:6](=[O:31])[CH:7]=1

Participants

5

Reactant 1

HCID 22814865HCID 22814865, compound

Product 1

HCID 86737548HCID 86737548, compoundYield 96.2%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
-10 °C

Procedure

17,5 g of 9β,11β-epoxy-3,17,21-triacetoxy-pregna 3,5-diene-20-one, prepared as described in Example I were dissolved in a mixture of 200 ml dioxane, 90 ml water, 10 ml pyridine, with the temperature being maintained at -10° C. Next a total quantity of approximately 4 g perchlorylfluoride was introduced at this temperature over a period of 4 hours. The further procedure was as described in Example IX; 16 g 9β,11β-epoxy-6α-fluoro-17α,21-diacetoxy-4-pregnen-3,20-dione were obtained.

Sources & evidence

ORD record
ord-d50eea50dbfe487d9bfa10340f28cf0f
Source dataset
uspto-grants-1981_03
Patent number
US04255331

Reaction notes

Loading…