海萝胶 → (+-)-4-Ethyl-4-[(tosyloxy)methyl]-2-oxazolidinone

HRID 853

反应方程式

HRID 853 反应方程式
[S:1](Cl)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].C([N:14]1[CH:18]([CH2:19][OH:20])[CH2:17][O:16][C:15]1=[O:21])C.Cl.N1C=CC=[CH:25][CH:24]=1>[Cl-].[Na+].O>[CH2:24]([C:18]1([CH2:19][O:20][S:1]([C:4]2[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=2)(=[O:3])=[O:2])[CH2:17][O:16][C:15](=[O:21])[NH:14]1)[CH3:25]

参与物

6

反应物 4

HCID 313海萝胶HCID 1049吡啶HCID 7397对甲苯磺酰氯HCID 19694098(+-)-Ethyl-4-(hydroxymethyl)-2-oxazolidinone

产物 1

HCID 18968885(+-)-4-Ethyl-4-[(tosyloxy)methyl]-2-oxazolidinone

试剂、催化剂与溶剂 1

HCID 57417360Sodium chloride; water溶剂

实验过程

Tosyl chloride (142.2 g, Aldrich) was added to an ice-chilled solution of the product from step (a) (102.7 g) dissolved in pyridine (175 ml. Aldrich). The reaction mixture was stirred at ice bath temperature for six hours, then allowed to come to room temperature. The heterogeneous mixture was added to 1500 ml of a solution of brine and 1N HCl, stirred until solids appeared, filtered and washed with diethyl ether to give 194.6 g of a beige solid as the title product. 1H NMR consistent with the proposed structure.

后处理

  1. customto come to room temperature
  2. stirringstirred until solids
  3. filtrationfiltered
  4. washwashed with diethyl ether

来源与证据

ORD记录
ord-85a305aeebfc4263a0d5dfa4da2ff2f2
来源数据集
uspto-grants-1998_03
专利号
US05723458

关联笔记

加载中…