HCID 86738654, compound → HCID 67880269, compound

HRID 2199086Notes

Reaction equation

HRID 2199086 reaction equation
[C:1]([O:4][C@H:5]1[CH2:22][C@@:20]2([CH3:21])[C@@H:16]([CH2:17][CH2:18][C:19]2(SCC)[S:23][CH2:24][CH3:25])[C@H:15]2[C@@:6]1([F:31])[C@:7]1([CH3:30])[C:12]([CH2:13][CH2:14]2)=[CH:11][C:10](=[O:29])[CH:9]=[CH:8]1)(=[O:3])[CH3:2]>C(C1C=CC=CC=1CC)C>[C:1]([O:4][C@H:5]1[CH2:22][C@@:20]2([CH3:21])[C@@H:16]([CH2:17][CH:18]=[C:19]2[S:23][CH2:24][CH3:25])[C@H:15]2[C@@:6]1([F:31])[C@:7]1([CH3:30])[C:12]([CH2:13][CH2:14]2)=[CH:11][C:10](=[O:29])[CH:9]=[CH:8]1)(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 86738654HCID 86738654, compound

Product 1

HCID 67880269HCID 67880269, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 86571,2-DiethylbenzeneSolvent

Conditions

Temperature
180 °C

Procedure

A suspension of 5.2 g of 11β-acetyloxy-17,17-bis(ethylthio)-9-fluoroandrosta-1,4-dien-3-one in 85 ml of dry diethylbenzene is stirred at 180° C. (oil bath temperature) for 1.0 hour; the suspension gradually becomes a homogeneous solution during the heating. The resulting solution is cooled to 0° C. and the solid that precipitates is filtered and dried in vacuo to give 3.6 g of the title compound, melting point 211°-215° C., with consistent spectral data.

Workup

  1. temperatureThe resulting solution is cooled to 0° C.
  2. customthe solid that precipitates
  3. filtrationis filtered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-beadf6954e8d44fc9b3c80dcd63c34be
Source dataset
uspto-grants-1982_11
Patent number
US04361559

Reaction notes

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