Ethyl lactate as a tunable solvent for the synthesis of aryl aldimines

Abstract

Ethyl L-lactate can be tuned with a cosolvent to create polarity conditions ideal for synthesizing aryl aldimines that crystallize directly out of solution within minutes under ambient conditions in excellent yields and requiring no further purification.

Extended benzodifuran–thiophene systems connected with azomethine junctions: synthesis and electronic properties

“…15,[23][24][25] For the condensation reaction of diamino 2a-c with aldehyde derivatives, two different protocols have been employed. With diamino 2a and 2.5 equiv of 2-hexylthiophene-5-carbaldehyde 3a or 3,4-dihexyloxythiophene-5 carbaldehyde 3b, the green method using ethyl lactate as the solvent 26 in the presence of a little amount of P 2 O 5 (10% mol) led to compounds 1a and 1b easily purified by precipitation in water in 87% and 80% yields respectively. From diamino 2c bearing an ester group the condensation did not work in ethyl lactate due to trans-esterification reaction giving a mixture of compounds difficult to separate.…”

Fluorine–fluorine type II versus πF–π stacking interactions in the supramolecular organizations of extended thiophene derivatives end capped by imino-perfluorophenyl units

“…The exothermic reaction led to a yellow solid which was washed with methanol to give 1 in 90% yield. Compounds 2 were obtained by condensation of aldehyde 4 and pentafluoroaniline in ethyl lactate as solvent at room temperature with a little amount of P 2 O 5 (%5 mol%) [32][33][34][35]. After 8 h stirring the mixture was poured in a water-methanol solution (50-50 vol.)…”

Exploration of volumetric, acoustic, thermodynamic and IR studies of binary mixtures of green solvent ethyl lactate with C3 alkanols at T=(303.15, 308.15, 313.15 and 318.15) K and atmospheric pressure

“…As an extracting solvent, it is used to recover squalene from olive oil [13], carotenoids from tomato waste [14], lycopene from tangerine and tomato powders [15]. It is a tunable solvent for the synthesis of aryl aldimines [16] and also a replacing solvent for N-methyl pyrrolidone (NMP), toluene, acetone and xylene, which has resulted in a safer workplace [17,18]. Alcoholic lotion of EL accounts for clinical efficacy in acne vulgaris [19].…”