手性樟脑磺酸的合成及表征

Synthesis and Characterization of Chiral Camphor Sulfonic Acid

以樟脑粉为原料合成了消旋樟脑磺酸;采用l-苯甘氨酸为拆分剂,经拆分、纯化分离得到了手性樟脑磺酸。合成消旋樟脑磺酸的适宜工艺条件为:反应时间25 h,浓硫酸的滴加速度0.5～1.0 mL/min,反应温度10℃,消旋樟脑磺酸的收率85.6%,熔点195～201℃。拆分的适宜工艺条件为:物料比n(dl-樟脑磺酸)∶n(l-苯甘氨酸)=1∶0.95,d-樟脑磺酸拆分收率64%,熔点194～196℃,[α]2D0=+23°(C=5,H2O);l-樟脑磺酸拆分收率90.8%,熔点197～198℃,[α]2D0=-22.5°(C=5,H2O)。样品经熔点、旋光率、红外光谱等检测方法,证明与目标产物一致。

The racemic camphor sulfonic acid was synthesized uing camphor powder as the raw material, and chiral camphor sulfonic acid was obtained by splitting, purification and separation. The optimal synthesized condi-tions of racemic camphor sulfonic acid were followings：reaction time was 25 h, the speed of add sulfuric acid was 0. 5 - 1.0 mL ·min-1 ,reaction temperature was 10 ℃ ,the yield of racemic camphor sulfonic was 85.6% ,meltingpoint was 195 -201 ℃. The optimal conditions of resolve were foUowings：materials ratio was n（ racemic camphor sulfonic ） ： n （ l - phenylglycine） = 1 ： 0.95, the yield of d - camphor sulfonic acid was 64 %, melting point was 194- 196 ℃, [ a] D20 = ＋ 23° （ C = 5, H2O）, and l - camphor sulfonic acid was 90.8%, mehing point was 197 - 198 ℃, [ a ] D20 = - 22.5° （ C = 5, H2O）. The synthesized products were identified by melting point determination, infra-red spectroscopy （IR） and else analysis methods. The results indicated that they were close to the standard compounds.