반응 #56497

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hydrogen

hydrogen

hydrogen

4-{3-[3-[3-(1-Hydroxycyclohexyl)-2-propynyl]-4-oxo-2-thiazolidinyl]propyl}benzoic Acid

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title product

4-{3-[3-[3-(1-Hydroxycyclohexyl)propyl]-4-oxo-2-thiazolidinyl]propyl}benzoic Acid

용매

ethyl acetate

반응 조건

후처리

1. 1
   workup.ADDITIONof catalyst is added
2. 2
   기타has been absorbed
3. 3
   기타The catalyst is removed by filtration
4. 4
   기타the solvent evaporated
5. 5
   기타The residual oil is chromatographed on silica gel with elution by 2% methanol in chloroform
6. 6
   기타The chromatographed product crystalizes when
7. 7
   기타triturated with ether
8. 8
   기타There is obtained 1.2 g

실험 절차

4-{3-[3-[3-(1-Hydroxycyclohexyl)-2-propynyl]-4-oxo-2-thiazolidinyl]propyl}benzoic Acid (4.0 g., 0.01 mole) is dissolved in ethyl acetate (45 ml.) and hydrogenated at 25° C. and one atmosphere pressure over 1.0 g. of a 5% palladium on charcoal catalyst. When 0.01 mole of hydrogen is absorbed (2 hours), uptake of hydrogen becomes very slow. An additional 1.5 g. of catalyst is added and hydrogenation continued for 70 hours until 0.02 mole of hydrogen has been absorbed. The catalyst is removed by filtration and the solvent evaporated. The residual oil is chromatographed on silica gel with elution by 2% methanol in chloroform. The chromatographed product crystalizes when triturated with ether. There is obtained 1.2 g. of the title product, m.p. 118°-121° C.

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