Benzaldehyde → HCID 68160102, compound

HRID 576001Notes

Reaction equation

HRID 576001 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][CH2:10]O[Si](OCC)(OCC)CCCN.[C:23]([CH2:25][C:26]([O:28]CC)=O)#[N:24]>CN(C)C=O>[C:2]1([CH:1]=[C:25]([C:26](=[O:28])[CH2:9][CH3:10])[C:23]#[N:24])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 7764Ethyl cyanoacetateHCID 13521(3-Aminopropyl)triethoxysilane

Product 1

HCID 68160102HCID 68160102, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Benzaldehyde (2 mmol, 0.2 ml) and 0.05 g of LDH/APTES were stirred in 5 ml of dimethylformamide for 5 min. Then the active methylene compound i.e. ethyl cyanoacetate (2 mmol, 0.226 ml) was added and stirring was continued till 90 min at 27° C. After completion of the reaction, the catalyst was filtered, washed with dry acetone four times and dried in vacuum. The catalyst was thus recycled for 3 cycles with consistent activity. The product (FIG. 2) thus obtained was detected by Gas Chromatography to afford the product (3-phenyl-2-propanoyl-prop-2-ene-nitrile) in 95% yield.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered
  3. washwashed with dry acetone four times
  4. customdried in vacuum
  5. customThe product (FIG. 2) thus obtained

Sources & evidence

ORD record
ord-57508e9c69be41e4953ae7ef39d314d6
Source dataset
uspto-grants-2015_05
Patent number
US09035086B2

Reaction notes

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