三乙胺 → 4-Chloro-5-methoxy-6-(methoxymethyl)pyrimidine

HRID 1378400

反应方程式

HRID 1378400 反应方程式
O[C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH2:10][O:11][CH3:12])[N:5]=[CH:4][N:3]=1.C(N(CC)CC)C.P(Cl)(Cl)([Cl:22])=O.C(=O)([O-])[O-].[Na+].[Na+]>ClC(Cl)C>[Cl:22][C:2]1[C:7]([O:8][CH3:9])=[C:6]([CH2:10][O:11][CH3:12])[N:5]=[CH:4][N:3]=1

参与物

6

反应物 4

HCID 8471三乙胺HCID 10340Carbonic acid sodium salt (1:2)HCID 24813三氯氧磷HCID 178494688HCID 178494688，化合物

产物 1

HCID 152793504-Chloro-5-methoxy-6-(methoxymethyl)pyrimidine

试剂、催化剂与溶剂 1

HCID 63651,1-二氯乙烷溶剂

反应条件

温度
80 °C

实验过程

85.0 g (0.5 mol) of 4-hydroxy-5-methoxy-6-methoxymethylpyrimidine were suspended in 600 ml of dichloroethane, 50.5 g of triethylamine were added, and 260 g (1.7 mol) of phosphorus oxychloride were then added without cooling. The mixture was stirred for 3 hours at 80° C., poured into ice-water and neutralized by adding solid sodium carbonate, the organic phase was separated, and the water phase was extracted several times by stirring with methylene chloride. The combined organic phases were dried and concentrated. The residue was distilled under a water pump vacuum. 66.1 g (70% of theory) of a yellow oil were obtained. B.p. 93°-96° C./0.1mm.

后处理

  1. temperaturewithout cooling
  2. customthe organic phase was separated
  3. extractionthe water phase was extracted several times
  4. stirringby stirring with methylene chloride
  5. customThe combined organic phases were dried
  6. concentrationconcentrated
  7. distillationThe residue was distilled under a water pump vacuum
  8. custom66.1 g (70% of theory) of a yellow oil were obtained

来源与证据

ORD记录
ord-3d4eae15b48d410c83b87577a98525b3
来源数据集
uspto-grants-1997_09
专利号
US05668140

关联笔记

加载中…