HCID 19375812, compound → HCID 19375845, compound

HRID 2211388Notes

Reaction equation

HRID 2211388 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])=[CH:6][CH:5]=[C:4]([O:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[C:25]([OH:27])[C:24]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[CH:23][C:22]=2[CH2:35][CH3:36])[C:3]=1[CH2:37][CH2:38][C:39]([O:41][CH2:42]C)=[O:40]>[Pd].S(=O)(=O)(O)O.CO>[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])=[CH:6][CH:5]=[C:4]([O:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[C:25]([OH:27])[C:24]([C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)=[CH:23][C:22]=2[CH2:35][CH3:36])[C:3]=1[CH2:37][CH2:38][C:39]([O:41][CH3:42])=[O:40]

Participants

5

Reactant 1

HCID 19375812HCID 19375812, compound

Product 1

HCID 19375845HCID 19375845, compoundYield 80%

Reagents, catalysts & solvents 3

HCID 1118Sulfuric AcidCatalystHCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture 250 mg of ethyl 3-(2-hydroxy-3-(4-methoxycarbonylbutyl)-6-(3-(2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy)propoxy)phenyl)propionate, 0.1 gm of 10% palladium on carbon, and several drops of concentrated sulfuric acid in 125 mL of methanol was hydrogenated on a Parr™ apparatus at 45 psi for 18 hours. The mixture was filtered and the filtrate was evaporated in vacuo giving the title intermediate in 80% yield, NMR

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-f01bb4b915a14f88acaf61bbc0bdc22d
Source dataset
uspto-grants-1995_10
Patent number
US05462954

Reaction notes

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