Dimethyl malonate → HCID 23037023, compound

HRID 1709102Notes

Reaction equation

HRID 1709102 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:19]=[CH:18][C:11]([O:12][CH:13]([CH3:17])[C:14](Br)=[O:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.C([O-])(=O)CC([O-])=O.CC(C)(O[Mg+2])C.[C:37]([O:44][CH3:45])(=[O:43])[CH2:38][C:39]([O:41][CH3:42])=[O:40]>CCOCC>[CH3:42][O:41][C:39](=[O:40])[CH:38]([C:14](=[O:15])[CH:13]([O:12][C:11]1[CH:18]=[CH:19][C:8]([O:7][C:6]2[CH:20]=[CH:21][C:3]([C:2]([F:23])([F:22])[F:1])=[CH:4][CH:5]=2)=[CH:9][CH:10]=1)[CH3:17])[C:37]([O:44][CH3:45])=[O:43]

Participants

4

Reactant 2

HCID 7943Dimethyl malonateHCID 543888522-[4'-(4"-Trifluoromethyl-phenoxy)-phenoxy]-propionyl-bromide

Product 1

HCID 23037023HCID 23037023, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 50% etheral solution of 39 g of 2-[4'-(4"-trifluoromethyl-phenoxy)-phenoxy]-propionyl-bromide is added dropwise under stirring to a mixture of dimethyl-ethoxy-magnesium-malonate prepared from 14.5 g of dimethyl malonate and 50 ml of ether. The addition of the acid bromide having been completed the reaction mixture is heated to boiling for an hour and worked up as described in Example 1. Thus 37 g of the desired compound are obtained in the form of a yellow viscous oil which solidifies on standing, mp.: 40°-44° C. Yield 84%.

Workup

  1. temperatureis heated
  2. waitto boiling for an hour

Sources & evidence

ORD record
ord-3cb9cf3884ae47cb9840b3ffdeb94255
Source dataset
uspto-grants-1990_08
Patent number
US04948420

Reaction notes

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