Methanol → Propanoic acid, 3,3-dimethoxy-, butyl ester

HRID 1721477Notes

Reaction equation

HRID 1721477 reaction equation
[CH3:1][OH:2].[C:3]([O:7][CH2:8][CH2:9][CH2:10][CH3:11])(=[O:6])[CH:4]=[CH2:5].O=O.[CH2:14](COC)[O:15]C>Cl[Pd]Cl>[CH3:14][O:15][CH:5]([O:2][CH3:1])[CH2:4][C:3]([O:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:6]

Participants

6

Reactant 4

HCID 887MethanolHCID 977OxygenHCID 80711,2-DimethoxyethaneHCID 8846Butyl Acrylate

Product 1

HCID 10877937Propanoic acid, 3,3-dimethoxy-, butyl ester

Reagents, catalysts & solvents 1

HCID 24290Palladium ChlorideCatalyst

Procedure

and 10. 0.07 g (0.4 mmol) of PdCl2, 4 mmol of a Cu compound corresponding to Table 2, 1.14 g (36 mmol) of methanol and 0.51 g of butyl acrylate in 3.5 g of dimethoxyethane was stirred for 20 hours at 50° C. under an O2 atmosphere (O2 -filled air balloon) in a round-bottomed flask with a magnetic core and reflux condenser. The yields of butyl 3,3-dimethoxypropionate as a function of the Cu compound used are compiled in Table 2.

Workup

  1. temperaturereflux condenser

Sources & evidence

ORD record
ord-c885fbc098104e5fb1cf6620c76d764d
Source dataset
uspto-grants-1996_04
Patent number
US05510512

Reaction notes

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