HCID 67780168, compound → HCID 53695873, compound

HRID 1648067Notes

Reaction equation

HRID 1648067 reaction equation
[CH3:1][O:2][C:3](=[O:34])[CH2:4][CH2:5][CH2:6][C:7]#[C:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]#[C:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][O:23]2)[C:10]=1/[CH:28]=[CH:29]/[C:30]([O:32][CH3:33])=[O:31]>[Pd].CO>[CH3:1][O:2][C:3](=[O:34])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][O:23]2)[C:10]=1[CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31]

Participants

4

Reactant 1

HCID 67780168HCID 67780168, compound

Product 1

HCID 53695873HCID 53695873, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Rac-(E)-6-[2-(3-methoxy-3-oxo-1-propenyl)-3-[6-[(tetrahydro-2H-pyran-2-yl)oxy]-1-hexynyl]phenyl]-5-hexynoic acid methyl ester from the preceding example was catalytically hydrogenated over 10% palladium on carbon, in methanol, at room temperature and 1 atmosphere. The title compound was obtained, in 97% yield, as a pale-yellow oil.

Sources & evidence

ORD record
ord-ca1344a576ef4da9ba9661ee0b2a69d9
Source dataset
uspto-grants-1995_07
Patent number
US05434186

Reaction notes

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