Diethyl Malonate → Diethyl-2-(2',4'-dichlorophenoxy)-propionyl-malonate

HRID 247530Notes

Reaction equation

HRID 247530 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:3]=1[O:4][CH:5]([CH3:9])[C:6](Cl)=[O:7].[Mg].[C:16]([O:24][CH2:25][CH3:26])(=[O:23])[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19].C(OCC)(=O)CC(OCC)=O>CCOCC>[CH2:21]([O:20][C:18](=[O:19])[CH:17]([C:6](=[O:7])[CH:5]([O:4][C:3]1[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:2]=1[Cl:1])[CH3:9])[C:16]([O:24][CH2:25][CH3:26])=[O:23])[CH3:22]

Participants

5

Reactant 3

HCID 7761Diethyl MalonateHCID 143033802-(2,4-Dichlorophenoxy)propanoyl chlorideHCID 86615207Magnesium diethyl malonate

Product 1

HCID 20159511Diethyl-2-(2',4'-dichlorophenoxy)-propionyl-malonateYield 76%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 25 g of 2-(2',4'-dichloro-phenoxy)-propionyl chloride and 30 ml of ether is added dropwise to a 35% etheral solution of magnesium-diethyl malonate prepared from 17.6 g of diethyl malonate. When the addition of the acid chloride is completed the reaction mixture is heated to boiling for an hour and worked up as described in Example 1. Thus 29 g of the desired compound are obtained in the form of a yellow oil, yield 76%, nD25 =1,355.

Workup

  1. temperatureis heated
  2. waitto boiling for an hour

Sources & evidence

ORD record
ord-b23ba6f0cf964aa792a8d7de4e6fe0dc
Source dataset
uspto-grants-1987_11
Patent number
US04708733

Reaction notes

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