N,N-二甲基甲酰胺 → HCID 178515701，化合物

HRID 2057568

反应方程式

HRID 2057568 反应方程式
[CH:1]1[C:6]([O:7][C@@H:8]2[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11]([OH:16])[C@H:10]([OH:17])[C@H:9]2[OH:18])=[C:5]([OH:19])[CH:4]=[C:3]2[O:20][C:21]([CH:23]=[CH:24][C:2]=12)=[O:22].CN(C)C=O.ClC(OC)=O.[OH-].[Na+]>CC(C)=O>[CH:1]1[C:6]([O:7][C@@H:8]2[O:13][C@H:12]([CH2:14][OH:15])[C@@H:11]([OH:16])[C@H:10]([OH:17])[C@H:9]2[OH:18])=[C:5]([OH:19])[CH:4]=[C:3]2[O:20][C:21]([CH:23]=[CH:24][C:2]=12)=[O:22].[CH2-:5][C:6]([CH3:1])=[O:7]

参与物

6

反应物 4

HCID 6228N,N-二甲基甲酰胺HCID 6586氯甲酸甲酯HCID 14798二甲基对苯二胺二盐酸HCID 5281417秦皮甲素

产物 1

HCID 178515701HCID 178515701，化合物

试剂、催化剂与溶剂 1

HCID 180丙酮溶剂

反应条件

温度
0 °C

实验过程

A solution of 10 grams of esculin, 50 cc of dimethylformamide and 50 cc of acetone is cooled to 0° C. While maintaining the temperature at 0° C., 10 cc of methyl chloroformate are added dropwise. This procedure is repeated at the end of 3 hours. The mixture is kept overnight at ambient temperature with agitation. It is then cooled to 0° C. and neutralized with a minimum quantity of methanolic sodium hydroxide. The solvents are removed by evaporation and the residue is dissolved in water. The acetonide is extracted with ethyl acetate. The ethyl acetate extracts are dried and evaporated. The crude product is purified by column chromotography on polyamide SC6. The acetonide is then dried under vacuum at 100° C.

后处理

  1. customis repeated at the end of 3 hours
  2. temperatureIt is then cooled to 0° C.
  3. customThe solvents are removed by evaporation
  4. dissolutionthe residue is dissolved in water
  5. extractionThe acetonide is extracted with ethyl acetate
  6. dry with materialThe ethyl acetate extracts are dried
  7. customevaporated
  8. customThe crude product is purified by column chromotography on polyamide SC6
  9. dry with materialThe acetonide is then dried under vacuum at 100° C.

来源与证据

ORD记录
ord-39b00e443303449cb16eda8f9c44ff99
来源数据集
uspto-grants-1980_07
专利号
US04211772

关联笔记

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