Tetrahydrofuran → HCID 14030534, compound

HRID 482836Notes

Reaction equation

HRID 482836 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][CH:9]([C:13]([O-:15])=[O:14])[C:10]([O-:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].O1CCCC1.[O-]CC.[Mg+2:26].[O-]CC>C(OCC)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH:9]([C:10]([O-:12])=[O:11])[C:13]([O-:15])=[O:14])=[CH:16][CH:17]=1)([O-:3])=[O:2].[Mg+2:26]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 164963Magnesium ethanolateHCID 20243485HCID 20243485, compound

Product 1

HCID 14030534HCID 14030534, compoundYield 177.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A dry 3-l flask equipped with a mechanical stirrer is charged with 145.85 g of mono-p-nitrobenzylmalonate (0.61 moles) and 1365 ml of anhydrous tetrahydrofuran. After 15 minutes 35.4 g of magnesium ethoxide (0.31 moles) are added and the reaction mixture is stirred for two hours. The resulting clear solution is then added over a period of one hour to 2 liters of ethyl ether kept at 0° C. by an ice bath. After a further hour at 0° C. the resulting solid is filtered under vacuum and dried in vacuo to yield 144 g (94%) of magnesium mono-p-nitrobenzylmalonate.

Workup

  1. customkept at 0° C. by an ice bath
  2. filtrationAfter a further hour at 0° C. the resulting solid is filtered under vacuum
  3. customdried in vacuo

Sources & evidence

ORD record
ord-4dcfb57c122641568e36411c21b515f4
Source dataset
uspto-grants-1986_03
Patent number
US04576746

Reaction notes

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