HCID 67780412, compound → HCID 53826226, compound

HRID 328000Notes

Reaction equation

HRID 328000 reaction equation
[CH3:1][O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11](/[CH:14]=[CH:15]/[C:16]([O:18][CH3:19])=[O:17])=[C:10]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][OH:26])[CH:9]=1>CO.C(OCC)(=O)C.[Pd]>[CH3:19][O:18][C:16](=[O:17])[CH2:15][CH2:14][C:11]1[CH:12]=[CH:13][C:8]([O:7][CH2:6][CH2:5][CH2:4][C:3]([O:2][CH3:1])=[O:27])=[CH:9][C:10]=1[O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][OH:26]

Participants

4

Reactant 1

HCID 67780412HCID 67780412, compound

Product 1

HCID 53826226HCID 53826226, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A 2.0 g (5.26 mmol) sample of (E)-4-[3-[(5-hydroxypentyl)oxy]-4-(3-methoxy-3-oxo-1-propenyl)phenoxy]butanoic acid methyl ester was hydrogenated in 100 mL of 1:1 methanol-ethyl acetate, over 0.1 g of 10% palladium on carbon, at room temperature and 1 atmosphere. 2-[(5-Hydroxypentyl)oxy]-4-(4-methoxy-4-oxobutoxy)benzenepropanoic acid methyl ester, an oil, was isolated by filtration of the catalyst and concentration of the filtrate, in quantitative yield.

Sources & evidence

ORD record
ord-da8410aeb50c4d39b072225e27eaf448
Source dataset
uspto-grants-1993_12
Patent number
US05273999

Reaction notes

Loading…