HCID 54124725, compound → HCID 53980481, compound

HRID 636003Notes

Reaction equation

HRID 636003 reaction equation
[CH3:1][C:2](=[CH2:14])[CH2:3][C@H:4]([C@H:9]([OH:13])[CH2:10][CH2:11][CH3:12])[C:5]([O:7][CH3:8])=[O:6]>[Pd].CO>[CH3:14][CH:2]([CH3:1])[CH2:3][C@H:4]([C@H:9]([OH:13])[CH2:10][CH2:11][CH3:12])[C:5]([O:7][CH3:8])=[O:6]

Participants

4

Reactant 1

HCID 54124725HCID 54124725, compound

Product 1

HCID 53980481HCID 53980481, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl (2R,3R)-2-(2-methyl-2-propene-1-yl)-3-hydroxyhexanoate (7 g, 34.6 mmol) and 1.7 g of 5% palladium on carbon (50 wt. % water content) in 50 mL of MeOH is stirred overnight under hydrogen gas at 1 atmosphere pressure. Filtration and concentration of the filtrate under reduced pressure affords 6.5 g (93%) of methyl (2R,3R)-2-(2-methyl-1-propyl)-3-hydroxyhexanoate as an oil.

Workup

  1. filtrationFiltration and concentration of the filtrate under reduced pressure

Sources & evidence

ORD record
ord-1561d5d0b85b47bbabbbed52e65d8939
Source dataset
uspto-grants-2001_02
Patent number
US06191150B1

Reaction notes

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