HCID 86738658, compound → HCID 70464920, compound

HRID 2199094Notes

Reaction equation

HRID 2199094 reaction equation
[CH2:1]([S:3][C:4]1(SCC)[CH2:9][CH2:8][C@H:7]2[C@H:10]3[C@H:20]([C@@H:21]([OH:23])[CH2:22][C@:5]12[CH3:6])[C@:18]1([CH3:19])[C:13](=[CH:14][C:15](=[O:24])[CH:16]=[CH:17]1)[CH2:12][CH2:11]3)[CH3:2]>C(C1C=CC=CC=1CC)C>[CH2:1]([S:3][C:4]1[C@:5]2([CH2:22][C@H:21]([OH:23])[C@H:20]3[C@@H:10]([CH2:11][CH2:12][C:13]4[C@:18]3([CH3:19])[CH:17]=[CH:16][C:15](=[O:24])[CH:14]=4)[C@@H:7]2[CH2:8][CH:9]=1)[CH3:6])[CH3:2]

Participants

3

Reactant 1

HCID 86738658HCID 86738658, compound

Product 1

HCID 70464920HCID 70464920, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 86571,2-DiethylbenzeneSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of 4.4 g of 17,17-bis(ethylthio)-11β-hydroxyandrosta-1,4-dien-3-one (see example 2) in 100 ml of dry diethyl benzene is stirred at 190°-195° C. (oil bath temperature) for 1.5 hours. The suspension becomes a solution during the heating; the resulting solution is cooled to 0° C. The solid that precipitates is filtered and dried in vacuo to give 3.0 g of the title compound, melting point 216°-218° C., with consistent spectral data.

Workup

  1. customThe solid that precipitates
  2. filtrationis filtered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-c7cfd6e86eba49498fddb07c2dd5d94c
Source dataset
uspto-grants-1982_11
Patent number
US04361559

Reaction notes

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