Ethyl Acetoacetate → Aluminium tris(ethylacetoacetate)

HRID 1071904Notes

Reaction equation

HRID 1071904 reaction equation
[CH3:1][CH:2](CC)[O-].[CH3:6][CH:7](CC)[O-].[CH3:11][CH:12](CC)[O-].[Al+3:16].C([O:19][C:20](=[O:25])[CH2:21][C:22]([CH3:24])=[O:23])C>CCCCCCC>[CH2:1]([CH2:24][C:22](=[O:23])[CH2:21][C:20]([O-:19])=[O:25])[CH3:2].[CH2:6]([CH2:24][C:22](=[O:23])[CH2:21][C:20]([O-:19])=[O:25])[CH3:7].[CH2:11]([CH2:24][C:22](=[O:23])[CH2:21][C:20]([O-:19])=[O:25])[CH3:12].[Al+3:16]

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 61289Aluminum sec-butoxide

Product 1

HCID 21917877Aluminium tris(ethylacetoacetate)Yield 99.2%

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

To a flask containing 50.02 g of a mixture of heptane isomers was added 31.0 g (0.125 mol) of aluminium tris(sec-butoxide). To this was added with stirring, 48.37 g (0.376 mol) of ethylacetoacetate. After stirring the liquor was transferred to a rotary evaporator flask and the volatile sec-butanol and heptanes (78.66 g) were removed under vacuum leaving aluminium tris(ethylacetoacetate) (51.23 g, 0.124 mol).

Workup

  1. additionTo this was added
  2. stirringAfter stirring the liquor
  3. customwas transferred to a rotary evaporator flask
  4. customthe volatile sec-butanol and heptanes (78.66 g) were removed under vacuum

Sources & evidence

ORD record
ord-973b0fa3238c47ae9ffee7c003b09199
Source dataset
uspto-grants-2005_06
Patent number
US06908875B2

Reaction notes

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