Acetic Acid → 1,3-Diethyl 2-oxopropanedioate

HRID 537349Notes

Reaction equation

[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].C(O)(=[O:14])C.Cl([O-])=O.[Na+]>>[O:14]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:1]([O:9][CH2:10][CH3:11])=[O:8]

Participants

Reactant 3

HCID 176Acetic Acid

HCID 7761Diethyl Malonate

HCID 23668197Sodium Chlorite

Product 1

HCID 691051,3-Diethyl 2-oxopropanedioate

Procedure

A reaction was performed similarly to Example 1 using 0.25 g (0.0016 mole) diethyl malonate, 0.95 mL (0.0166 mole) acetic acid, 1.71 g (0.0047 mole) of 25% sodium chlorite aqueous solution, and GC analysis was performed to give 88.1% GC total area value of diethyl ketomalonate.

Sources & evidence

ORD record: ord-9e0860ac526247d39efab180984643c7
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859803B2

Reaction notes

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