甲基硫酸酯-13C2 → 1,3-Dihydro-4-methoxy-1,3-dimethyl-2H-indol-2-one

HRID 1769

反应方程式

HRID 1769 反应方程式
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]([CH3:13])[C:5](=[O:12])[N:6]2[CH3:11].[C:14](=O)([O-])[O-].[K+].[K+].COS(OC)(=O)=O>CC(C)=O>[CH3:14][O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]([CH3:13])[C:5](=[O:12])[N:6]2[CH3:11]

参与物

5

反应物 3

HCID 6497甲基硫酸酯-13C2HCID 11430碳酸钾HCID 196929451,3-dihydro-4-hydroxy-1,3-dimethyl-2H-indol-2-one

产物 1

HCID 196929551,3-Dihydro-4-methoxy-1,3-dimethyl-2H-indol-2-one收率 86.2%

试剂、催化剂与溶剂 1

HCID 180丙酮溶剂

实验过程

A slurry of 1,3-dihydro-4-hydroxy-1,3-dimethyl-2H-indol-2-one (50 g), milled potassium carbonate (60.1 g) and HPLC grade acetone (400 ml) was mechanically stirred at room temperature as dimethylsulfate (41.4 ml) was added dropwise. The addition funnel was replaced with a condenser and the slurry was refluxed for 18 hours. The K2CO3 was filtered off and washed well with acetone. Acetone was evaporated and the residue was purified by column chromatography to yield 46.5 g of an oil. The oil was dissolved in ether and placed in the refrigerator where, upon standing overnight, the product crystallized, m.p. 73°-74° C.

后处理

  1. additionwas added dropwise
  2. customThe addition funnel was replaced with a condenser
  3. temperaturethe slurry was refluxed for 18 hours
  4. filtrationThe K2CO3 was filtered off
  5. washwashed well with acetone
  6. customAcetone was evaporated
  7. customthe residue was purified by column chromatography

来源与证据

ORD记录
ord-0f8c43802c60460ab93e17f76623a594
来源数据集
uspto-grants-1998_03
专利号
US05726323

关联笔记

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