HCID 86741434, compound → HCID 70423742, compound

HRID 543001Notes

Reaction equation

HRID 543001 reaction equation
[CH2:1]([NH:5][C:6](=[O:34])[CH2:7][CH2:8][CH2:9][CH:10]=[CH:11][CH2:12][CH2:13][C@@H:14]1[CH2:31][C:30]2[CH:29]=[C:28]([OH:32])[CH:27]=[CH:26][C:25]=2[C@@H:24]2[C@@H:15]1[C@H:16]1[C@@:20]([CH2:22][CH2:23]2)([CH3:21])[C@@H:19]([OH:33])[CH2:18][CH2:17]1)[CH2:2][CH2:3][CH3:4]>[Pd].C(OCC)(=O)C>[CH2:1]([NH:5][C:6](=[O:34])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C@@H:14]1[CH2:31][C:30]2[CH:29]=[C:28]([OH:32])[CH:27]=[CH:26][C:25]=2[C@@H:24]2[C@@H:15]1[C@H:16]1[C@@:20]([CH2:22][CH2:23]2)([CH3:21])[C@@H:19]([OH:33])[CH2:18][CH2:17]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 86741434HCID 86741434, compound

Product 1

HCID 70423742HCID 70423742, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

5% Palladium-on-charcoal catalyst (0.025 g.) was added to a solution of N-n-butyl-8-(3,17β-dihydroxyoestra-1,3,5(10)-trien-7α-yl)oct-5-enamide (Example 3; 0.05 g.) in ethyl acetate (2.5 ml.) and the mixture was stirred at laboratory temperature under an atmosphere of hydrogen for 1 hour and then filtered. The filtrate was evaporated to dryness and there was thus obtained as oily residue N-n-butyl-8-(3,17β-dihydroxyoestra-1,3,5(10)-trien-7α-yl)octanamide, the structure of which was confirmed by spectroscopic means.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated to dryness and there

Sources & evidence

ORD record
ord-d22d5bbee91b4175ae99fd212a918db2
Source dataset
uspto-grants-1987_04
Patent number
US04659516

Reaction notes

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