Diethyl Malonate → Diethyl phenylmalonate

HRID 1751935Notes

Reaction equation

HRID 1751935 reaction equation
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].I[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[CH2:10]([O:9][C:1](=[O:8])[CH:2]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH3:11]

Participants

3

Reactant 2

HCID 7761Diethyl MalonateHCID 11575Iodobenzene

Product 1

HCID 66514Diethyl phenylmalonateYield 90%

Procedure

Following General Procedure A (90° C., 30 hours), diethyl malonate (240 mg, 1.5 mmol) is coupled with iodobenzene (112 μL, 1.0 mmol) to give 90% diethylphenylmalonate.

Sources & evidence

ORD record
ord-aabcfb486f514f7e83f6e3575901ae9e
Source dataset
uspto-grants-2015_10
Patent number
US09162953B2

Reaction notes

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