四氧化硫 → 双丙酮葡萄糖

HRID 843209

反应方程式

HRID 843209 反应方程式
S(=O)(=O)(O)O.[OH:6][C@H:7]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:12]([OH:13])[C@H:10]([OH:11])[C@H:8]1[OH:9].[OH-].[Na+]>CC(C)=O>[CH3:7][C:8]1([CH3:10])[O:13][C@@H:12]([C@H:14]2[O:15][C@@H:7]3[O:6][C:14]([CH3:16])([CH3:12])[O:9][C@@H:8]3[C@H:16]2[OH:17])[CH2:10][O:11]1

参与物

5

反应物 3

HCID 1118四氧化硫HCID 14798二甲基对苯二胺二盐酸HCID 79025a-无水葡萄糖酯

产物 1

HCID 7067560双丙酮葡萄糖收率 112.5%

试剂、催化剂与溶剂 1

HCID 180丙酮溶剂

实验过程

Sulfuric acid (40 ml) is added dropwise to a solution of α-D-glucose (41) (50 g, 0,28 mol) in acetone (1 l) at 0° C. The reaction mixture is stirred for 24 h and then it is neutralized using sodium hydroxide (6 M). The acetone is evaporated and the aqueous layer is extracted with chloroform (X2). The chloroform is dried (MgSO4) filtered and evaporated. Crystallization from cyclohexane yielded the di-isopropylidene glucose (42) (41 g, 57%).

后处理

  1. customThe acetone is evaporated
  2. extractionthe aqueous layer is extracted with chloroform (X2)
  3. dry with materialThe chloroform is dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customCrystallization from cyclohexane

来源与证据

ORD记录
ord-80b91a09cd0a4ad6b1d6e94c624dd2c4
来源数据集
uspto-grants-2002_04
专利号
US06376657B1

关联笔记

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