HCID 12017762, compound → HCID 12017763, compound

HRID 966053Notes

Reaction equation

HRID 966053 reaction equation
[C:1]([O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:24])[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:14][O:15]2)=[C:10]([OH:25])[CH:9]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]>CC(C)=O.[Pd]>[C:18]1([CH:13]2[C:12](=[O:24])[C:11]3[C:16](=[CH:17][C:8]([O:7][C:1](=[O:6])[C:2]([CH3:4])([CH3:3])[CH3:5])=[CH:9][C:10]=3[OH:25])[O:15][CH2:14]2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 1

HCID 12017762HCID 12017762, compound

Product 1

HCID 12017763HCID 12017763, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 180AcetoneSolvent

Procedure

A solution of the compound of example 4 (8.7 g) in acetone (300 ml) was added with 5% Pd/C (9 g) (water content≅50%) and hydrogenated at 40 psi in a Parr apparatus for 2.5 h. The catalyst was filtered on a celite pad and the filtrate evaporated to dryness. The oily residue was dissolved in diethyl ether, dried (Na2SO4) and evaporated again. 8 g of orange oil were obtained (yield 90%).

Workup

  1. filtrationThe catalyst was filtered on a celite pad
  2. customthe filtrate evaporated to dryness
  3. dissolutionThe oily residue was dissolved in diethyl ether
  4. dry with materialdried (Na2SO4)
  5. customevaporated again

Sources & evidence

ORD record
ord-9038f9fe4b214202831137e14a4e281d
Source dataset
uspto-grants-2005_10
Patent number
US06951883B2

Reaction notes

Loading…