1-Propanol → Di-n-propyl methoxymalonate

HRID 487015

Reaction equation

[CH3:1][O:2][CH:3]([C:8]([O:10][CH3:11])=[O:9])[C:4]([O:6][CH3:7])=[O:5].[C:12]1(C)C=CC(S(O)(=O)=O)=C[CH:13]=1.[CH2:23](O)[CH2:24]C>>[CH3:1][O:2][CH:3]([C:4]([O:6][CH2:7][CH2:23][CH3:24])=[O:5])[C:8]([O:10][CH2:11][CH2:12][CH3:13])=[O:9]

Participants

Reactant 3

HCID 10311-Propanol

HCID 6101p-Toluenesulfonic acid

HCID 78718Dimethyl methoxymalonate

Product 1

HCID 54306533Di-n-propyl methoxymalonate

Procedure

Dimethyl methoxymalonate (25.0 grams, 0.15 mole) and a large excess of n-propyl alcohol (250 millilaters) were reacted in the presence of p-toluenesulfonic acid (1.36 grams) catalyst, In a manner similar to that described in Example LIII Part A, to give 33.23 grams (0.15 mole) of di-n-propyl methoxymalonate. NMR analysis of the product indicated the following:

Sources & evidence

ORD record: ord-a22808d2a0214ea39e40d36df76556e1
Source dataset: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05292937

Linked notes

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