HCID 86741442, compound → HCID 70447075, compound

HRID 543021Notes

Reaction equation

HRID 543021 reaction equation
[CH2:1]([NH:8][S:9]([CH2:12][CH2:13][CH2:14][CH:15]=[CH:16][CH2:17][CH2:18][C@@H:19]1[CH2:36][C:35]2[CH:34]=[C:33]([OH:37])[CH:32]=[CH:31][C:30]=2[C@@H:29]2[C@@H:20]1[C@H:21]1[C@@:25]([CH2:27][CH2:28]2)([CH3:26])[C@@H:24]([OH:38])[CH2:23][CH2:22]1)(=[O:11])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]>C(OCC)(=O)C.[Pd]>[CH2:1]([NH:8][S:9]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C@@H:19]1[CH2:36][C:35]2[CH:34]=[C:33]([OH:37])[CH:32]=[CH:31][C:30]=2[C@@H:29]2[C@@H:20]1[C@H:21]1[C@@:25]([CH2:27][CH2:28]2)([CH3:26])[C@@H:24]([OH:38])[CH2:23][CH2:22]1)(=[O:11])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 1

HCID 86741442HCID 86741442, compound

Product 1

HCID 70447075HCID 70447075, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of N-heptyl-7-(3,17β-dihydroxy-oestra-1,3,5(10)-trien-7α-yl)hept-4-enesulphonamide (Example 36; 0.04 g.) in ethyl acetate (10 ml.) was stirred with a 10% palladium-on-charcoal catalyst (0.01 g.) at laboratory temperature for 90 minutes and then filtered, and the filtrate was evaporated to dryness. There was thus obtained as residual oil N-heptyl-7-(3,17β-dihydroxyoestra-1,3,5(10)-trien-7α-yl)heptanesulphonamide, the structure of which was confirmed by proton magnetic resonance and mass spectroscopy.

Workup

  1. filtrationfiltered
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-68840ad6574f46bab513fa87728f3a53
Source dataset
uspto-grants-1987_04
Patent number
US04659516

Reaction notes

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