Dimethyl malonate → HCID 16638931, compound

HRID 1374541Notes

Reaction equation

HRID 1374541 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH:11]([CH3:13])[CH3:12])=[CH:4][C:3]=1[CH2:14][CH2:15]I.C(=O)([O-])[O-].[K+].[K+].[CH3:23][O:24][C:25](=[O:31])[CH2:26][C:27]([O:29][CH3:30])=[O:28]>CN(C=O)C>[CH3:23][O:24][C:25](=[O:31])[CH:26]([CH2:15][CH2:14][C:3]1[CH:4]=[C:5]([O:10][CH:11]([CH3:13])[CH3:12])[C:6]([O:8][CH3:9])=[CH:7][C:2]=1[Br:1])[C:27]([O:29][CH3:30])=[O:28]

Participants

5

Reactant 3

HCID 7943Dimethyl malonateHCID 11430Potassium CarbonateHCID 16638804HCID 16638804, compound

Product 1

HCID 16638931HCID 16638931, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-Bromo-2-(2-iodoethyl)-4-(1-methylethoxy)-5-methoxybenzene (18.0 g, 45.1 mmol), potassium carbonate (32.0 g, 321 mmol, anhydrous, freshly ground) and malonic acid dimethyl ester (50.0 g, 378 mmol) are stirred in absolute DMF (200 ml) for 12 hours at 80° C.

Sources & evidence

ORD record
ord-d51220d6eb7747be914d8266075ad348
Source dataset
uspto-grants-2007_01
Patent number
US07166588B2

Reaction notes

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