• Title/Summary/Keyword: 1-phenyl-2-butanone

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Asymmetric Reduction of Prochiral Ketones with Potassium 9-O-isopinocampheyloxy-9 boratabicyclo[3.3.1]nonane$^+$

  • Park, Won-Suh;Cho, Byung-Tae;Cha, Jin-Soon
    • Bulletin of the Korean Chemical Society
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    • v.8 no.3
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    • pp.211-214
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    • 1987
  • Asymmetric reduction of a series of aliphatic ketones and representative other classes of ketones with potassium 9-O-isopinocampheyloxy-9-boratabicyclo[3.3.1]non ane (K 9-O-Ipc-9-BBNH) was studied. All the ketones examined were reduced smoothly to the corresponding alcohols in THF at -$78^{\circ}C$. Thus, the reduction of 2-butanone, 3-methyl-2-butanone, 3,3-dimethyl-2-butanone, 2-octanone, and 4-phenyl-2-butanone provides 51% ee, 61% ee, 44% ee, 35% ee, and 33% ee of optical inductions, respectively. The reduction of other classes of ketones gave 52% ee for 2,2-dimethylcyclopentanone, 47% ee for acetophenone, 23% ee for 3-acetylpyridine, 50% ee for methyl benzoylformate, 4.8% ee for 2-chloroacetophenone, 30% ee for trans-4-phenyl-3-butene-2-one, and 2% ee for 4-phenyl-3-butyn-2-one. Thus, the reagent was found to be most useful in the asymmetric reduction of acyclic and cyclic aliphatic series of ketones.

Peptide-Water Interaction. Effects of Pressure and Temperature on the Solubility of 1-Phenyl-2-acetamido-3-butanone (펩티드-물 상호작용. 1-페닐-2-아세트아미도 3-부탄온의 용해도에 대한 압력과 온도의 영향)

  • In-Ja Lee;Sang-Wook Kang;Doo-Soon Shin;Keon Kim
    • Journal of the Korean Chemical Society
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    • v.26 no.5
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    • pp.296-303
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    • 1982
  • The solubilities of 1-phenyl-2-acetamido-3-butanone were measured in $H_2O$ at 20, 30 and 40$^{\circ}$C at pressure from 1 to 4500 kg/$cm^2$. Pressure going up to 4500 kg/$cm^2$, the solubility in $H_2O$decreases consistantly as that of diketopiperazine does. As diketopiperazine is a model compound of peptide bond and 1-phenyl-2-acetamido-3-butanone has only one peptide bond and a pretty large hydrophobic group, the solubility behavior is quite surprising. Volume change and heat capacity change data are reasonable.

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Studies on the Components of Codonopsis pilosulae Radix by GC-Mass (GC-Mass에 의한 만삼(蔓蔘) 에텔엑기스의 성분 연구)

  • Lee, Ihn-Rhan
    • Korean Journal of Pharmacognosy
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    • v.16 no.3
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    • pp.136-140
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    • 1985
  • Sixty-eight kinds of aliphatic and aromatic substances peaks from ether extract of Codonopsis pilosulae Radix were shown by GC-Mass. Of them, 3 kinds of compounds were identified as ethyl benzene, acetophenone and 1-phenyl-2-butanone, which are compared with authentic specimen, and one compound was assumed as an aliphatic $C_8H_{16}O\;or\;C_9H_{20}$.

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Synthesis of the Anthelmintic Diaryl Butanes against Clonorchis sinensis (간흡충에 대하여 구충작용을 갖는 Diarylbutane류의 합성)

  • 주정숙;류성호;우병태;백병걸;이재구;안병준
    • YAKHAK HOEJI
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    • v.29 no.4
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    • pp.183-187
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    • 1985
  • During investigation of the anthelmintic substances against Clonorchis sinensis which are based on the structure of meso-dihydroguairaretic acid, some non-mesoic diaryl butanes were synthesized by Grignard reaction and their anthelmintic activities were determined. In this reaction, an aryl butanone was reacted with benzylmagnesium chloride to produce the corresponding diaryl hydroxybutane which was converted to the corresponding diaryl butane by zinc and hydrogen chloride. The substituents in benzene ring of the diaryl butanes were changed by methylation or demethylation. Among the synthesized substances, 4-phenyl-1-(3, 4-dihydroxyphenyl)-2, 3-dimethylbutane(VII), 4-phenyl-1-(3-hydroxy-4-methoxyphenyl)-2, 3-dimethylbutane(IX) and 4-phenyl-1-(4-hydroxy-3-methoxyphenyl)-2, 3-dimethylbutane(VI) showed strong wormicidal effects against Clonorchis si-nensis in that order. Phenolic hydroxyl group seemed to play a certain role for the wormicidal activity of the diaryl butanes.

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Analysis of Volatile Compounds in Bamboo and Wood Crude Vinegars by the Solid-Phase Microextracion(SPME) Method (SPME법에 의한 죽초 및 목초액 중의 휘발성 성분 분석)

  • Mun, Sung-Phil;Ku, Chang-Sub
    • Journal of the Korean Wood Science and Technology
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    • v.30 no.4
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    • pp.80-86
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    • 2002
  • Volatile compounds in three different kinds of crude vinegars obtained from oak (Quercus serrata), bamboo (phyllostachys) and pine (Pinus densiflora) species were analyzed by the solid-phase microextraction (SPME) method. A total of 264 peaks were detected on the chromatograms obtained from the polar (CBP 20) and the nonpolar (CBP 1) columns, which were used for analyzing the volatile compounds in these vinegars. The major volatile compounds identified by using the polar column were 2-butanone, acetic acid, guaiacol, phenol, cresols, 4-ethyl guaiacol, 4-ethyl phenol, and syringol. Using the nonpolar column, seven compounds could be identified: 1,2-dimethoxybenzyl alcohol, 1-hydroxy-2-butanone, 1-(2-furanyl)-1-propane, ethisolide, furfuryl acetate, 1,2-dimethoxybenzene, phenyl acetate. The volatile compounds were classified into five groups: phenols, neutral compounds, organic acids, esters and others. The phenols were the main component and comprised 49~65% of the volatile compounds of these vinegars. In the case of bamboo vinegar, the proportion of the phenols in the volatile compounds was lower than that of the two wood vinegars. However, the proportions of the neutral compounds and the organic acids were higher than those of the wood vinegars. Therefore, it seems that these differences of the proportions of the volatile compounds would make a certain difference of a smoke flavor between the bamboo vinegar and the wood vinegars.