HCID 86735751, compound → HCID 70463489, compound

HRID 2199088Notes

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(SC2C=CC=CC=2)[S:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C@H:15]2[C@@:6]1([F:39])[C@:7]1([CH3:38])[C:12]([CH2:13][CH2:14]2)=[CH:11][C:10](=[O:37])[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][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C@H:15]2[C@@:6]1([F:39])[C@:7]1([CH3:38])[C:12]([CH2:13][CH2:14]2)=[CH:11][C:10](=[O:37])[CH:9]=[CH:8]1)(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 0 °C

Procedure

A suspension of 1.5 g of 11β-acetyloxy-17,17-bis(phenylthio)-9-fluoroandrosta-1,4-dien-3-one in 25 ml of dry diethylbenzene is stirred at 185°-190° C. (oil bath temperature) for 1.0 hour. The suspension gradually becomes a homogeneous solution during the heating and the resulting solution is cooled to 0° C. The solid that precipitates is filtered and dried in vacuo to give 0.9 g of the title compound, melting point 228°-229° C., with consistent spectral data.

Workup

customThe solid that precipitates
filtrationis filtered
customdried in vacuo

Sources & evidence

ORD record: ord-117a6c60be6e44b1ae19fbc42a056067
Source dataset: uspto-grants-1982_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04361559

Reaction notes

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