Diethyl Malonate → Diethyl [(4-methoxyphenyl)methyl]propanedioate

HRID 1256881Notes

Reaction equation

HRID 1256881 reaction equation
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18]Cl)=[CH:16][CH:15]=1>>[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:1]([O:9][CH2:10][CH3:11])=[O:8])=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 7761Diethyl MalonateHCID 699934-Methyloxybenzyl chloride

Product 1

HCID 232045Diethyl [(4-methoxyphenyl)methyl]propanedioateYield 55.9%

Procedure

In the same manner as in Example 6 (1), a crude product was obtained using diethyl malonate (25.6 g) and 4-methoxybenzyl chloride (25.0 g). This was purified by silica gel column chromatography to give the title compound (25.0 g) as an oil.

Workup

  1. customThis was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-0f7c91e646c94a6c9cc261f0c438fad5
Source dataset
uspto-grants-2013_06
Patent number
US08461209B2

Reaction notes

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