HCID 53774363, compound → HCID 15718095, compound

HRID 982452Notes

Reaction equation

HRID 982452 reaction equation
[CH2:1]([O:3][C:4](=[O:41])[CH2:5][CH2:6][C:7]1[C:20]2[O:19][C:18]3[C:13](=[CH:14][C:15]([C:21]([O:23][CH3:24])=[O:22])=[CH:16][CH:17]=3)[C:12](=[O:25])[C:11]=2[CH:10]=[CH:9][C:8]=1[O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH:31]=[CH:32][C:33]1[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=1)[CH3:2].[H][H]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:41])[CH2:5][CH2:6][C:7]1[C:20]2[O:19][C:18]3[C:13](=[CH:14][C:15]([C:21]([O:23][CH3:24])=[O:22])=[CH:16][CH:17]=3)[C:12](=[O:25])[C:11]=2[CH:10]=[CH:9][C:8]=1[O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]1[CH:34]=[CH:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=1)[CH3:2]

Participants

5

Reactant 2

HCID 53774363HCID 53774363, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15718095HCID 15718095, compoundYield 91.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 630 mg of 7-methoxycarbonyl-3-{[6-(4-methoxyphenyl)-5-hexenyl]oxy}-9-oxo-9H-xanthene-4-propanic acid ethyl ester in ethyl acetate was hydrogenated in the presence of 10 mg of 5% palladium on carbon. After hydrogen uptake ceased, the solution was filtered, concentrated in vacuo, and the residue crystallized from ethyl acetate/hexane to provide 580 mg of the desired subtitle intermediate, m.p. 108°-109° C.

Workup

  1. filtrationthe solution was filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue crystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-db0fb129ef4546168949a4313633f463
Source dataset
uspto-grants-1991_02
Patent number
US04996230

Reaction notes

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