13beta-Ethyl-3-methoxygona-1,3,5(10),8,14-pentaen-17-one → Einecs 227-699-7

HRID 1077154Notes

Reaction equation

HRID 1077154 reaction equation
[CH2:1]([C@:3]12[CH2:11][CH2:10][C:9]3[C:12]4[CH:13]=[CH:14][C:15]([O:20][CH3:21])=[CH:16][C:17]=4[CH2:18][CH2:19][C:8]=3[C:7]1=[CH:6][CH2:5][C:4]2=[O:22])[CH3:2].[H][H]>O1CCOCC1.[Ni]>[CH2:1]([C@:3]12[CH2:11][CH2:10][C:9]3[C:12]4[CH:13]=[CH:14][C:15]([O:20][CH3:21])=[CH:16][C:17]=4[CH2:18][CH2:19][C:8]=3[C@@H:7]1[CH2:6][CH2:5][C:4]2=[O:22])[CH3:2]

Participants

5

Reactant 2

HCID 1097930013beta-Ethyl-3-methoxygona-1,3,5(10),8,14-pentaen-17-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 111113Einecs 227-699-7Yield 59.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

Dissolve 13β-ethyl-3-methoxygona-1,3,5(10),8,14-pentaen-17-one (2 g) in dioxan (50 cc) containing Raney nickel (ca. 0.5 g) of moderate activity and shake with hydrogen until 160 cc., the amount corresponding to one molecular proportion has been absorbed. Recrystallize the isolated product from methanol to obtain the title product (1.2 g), m.p. 110°-125°; ultraviolet absorption peak at 280 mμ (ε13,200).

Workup

  1. custom, the amount corresponding to one molecular proportion has been absorbed
  2. customRecrystallize the isolated product from methanol

Sources & evidence

ORD record
ord-ff9bc7ab3fa4433da1e738ad694f2d4a
Source dataset
uspto-grants-1976_05
Patent number
US03959322

Reaction notes

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