21633-78-3Relevant articles and documents
Preparation process of isobutyryl ethyl acetate
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Paragraph 0033-0035; 0038-0041, (2021/02/13)
The invention provides an isobutyryl ethyl acetate preparation process which is characterized by comprising the following specific steps: step one, adding 125 mL of ethyl acetate and 13.6 g (80 mmol)of potassium mono-ethyl malonate into a three-neck flask, stirring and cooling to 0-5 DEG C, then sequentially adding 9.12 g (96 mmol) of anhydrous magnesium chloride and 27.8 mL (0.2 mol) of triethylamine, heating to 65 DEG C within 0.5 h, and stirring for 6 hours at the temperature of 65 DEG C; step two, cooling to 0 DEG C, dropwise adding 6 mL (57 mmol) of isobutyryl chloride within one hour, and carrying out reactions at the room temperature for 12 hours; step three, cooling to 0 DEG C, carefully adding 70 mL of 13% hydrochloric acid, keeping the temperature not higher than 20 DEG C in theprocess; step four, separating out an organic phase, extracting a water layer with toluene (40 mL*3), merging the organic phase, washing with a saturated sodium bicarbonate solution until the organicphase is neutral, and washing with 25 mL of saturated edible salt water, and carrying out reduced pressure distillation to remove the solvent; and step five, carrying out reduced pressure distillation on the crude product to obtain 5.5 g of colorless liquid. The method provided by the invention solves the problems of low productivity and low purity during production and manufacturing of isobutyryl ethyl acetate at present.
Efficient palladium-catalyzed cross-coupling of β-chloroalkylidene/ arylidene malonates using microwave chemistry
Poondra, Rajamohan R.,Fischer, Peter M.,Turner, Nicholas J.
, p. 6920 - 6922 (2007/10/03)
A general method for the synthesis of β-aryl/ alkylarylidene malonates is reported. The key step involves the coupling of an arylboronic acid to a β-chloroalkyl/ arylidene malonate, in the presence of K2CO 3 and 1 mol % of the air-stable palladium catalyst (POPd) under microwave irradiation, to afford β-aryl/alkylarylidene malonates in good yields. The combination of mild reaction conditions, air stable catalyst, microwave-enhanced chemistry, and high levels of functional group compatibility make this an attractive synthetic approach to this class of compounds.
Bicyclophosphorothionate antagonists exhibiting selectivity for housefly GABA receptors
Ju,Ozoe
, p. 971 - 982 (2007/10/03)
2,6,7-Trioxa-1-phosphabicyclo[2.2.2]octane 1-sulfides (bicyclophosphorothionates) with various C1-4 alkyl groups at the 3- and 4-positions were synthesized and tested for their ability to compete with [3H]4'-ethynyl-4-n-propylbicycloorthobenzoate (EBOB), a non-competitive antagonist of γ-aminobutyric acid (GABA) receptors, for specific binding to rat-brain and housefly-head membranes, and for their insecticidal activity against houseflies. Among the 3,4-substituted analogues, 20 compounds were selectively active for housefly GABA receptors versus rat GABA receptors. The 3-alkyl groups of C3 length and the 4-alkyl groups of C4 length were tolerated in housefly receptors, whereas such bulky substituents were deleterious in rat receptors. The 4-isobutyl-3-isopropyl analogue was the most potent in housefly receptors (IC50 = 45.2 nM), and tert- butylbicyclophosphorothionate (TBPS), with the 4-tert-butyl group and no 3- substituent, was the most potent in rat receptors (IC50 = 62.2 nM). Their receptor selectivities (rat IC50/housefly IC50) were 52 and 0.038, respectively. The insecticidal activity (LD50) of 20 active analogues was well correlated with their potency (IC50) in inhibiting [3H]EBOB binding to housefly-head membranes (r = 0.93). The results obtained in the present study indicate that the introduction of appropriate alkyl groups into the 3- and 4-positions of bicyclophosphorothionate leads to non-competitive antagonists with increased affinity and selectivity for housefly ionotropic GABA receptors versus rat GABA(A) receptors.
