Sodium hydride → HCID 17869034, compound

HRID 992169Notes

Reaction equation

HRID 992169 reaction equation
[CH2:1]([NH:3][S:4]([C:7]([F:31])([F:30])[C:8]([F:29])([F:28])[C:9]([F:27])([F:26])[C:10]([F:25])([F:24])[C:11]([F:23])([F:22])[C:12]([F:21])([F:20])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15])(=[O:6])=[O:5])[CH3:2].[H-].[Na+].[CH2:34]([O:41][C:42]([N:44]1[CH2:46][CH2:45]1)=[O:43])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CN(C)C=O>[CH2:1]([N:3]([CH2:46][CH2:45][NH:44][C:42]([O:41][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:43])[S:4]([C:7]([F:31])([F:30])[C:8]([F:28])([F:29])[C:9]([F:26])([F:27])[C:10]([F:24])([F:25])[C:11]([F:22])([F:23])[C:12]([F:20])([F:21])[C:13]([F:18])([F:19])[C:14]([F:17])([F:16])[F:15])(=[O:6])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 77797N-Ethylperfluorooctane sulfonamideHCID 9855625HCID 9855625, compound

Product 1

HCID 17869034HCID 17869034, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.272 g (10 mmol) of perfluorooctylsulfonic acid-N-ethylamide is dissolved in 30 ml of dimethylformamide. With exclusion of moisture, it is mixed with 330 mg (11 mmol) of sodium hydride (80% in oil). After gas generation is completed, the solution of 2.093 g (10 mmol) of N-benzyloxycarbonyl-aziridine is added dropwise to it. It is poured into 300 ml of ice water, extracted with dichloromethane, the organic solution is washed with water, it is dried on sodium sulfate and evaporated to dryness. The residue is chromatographed on silica gel with dichloromethane/methanol. The title compound is a glass-like solid.

Workup

  1. extractionextracted with dichloromethane
  2. washthe organic solution is washed with water, it
  3. customis dried on sodium sulfate
  4. customevaporated to dryness
  5. customThe residue is chromatographed on silica gel with dichloromethane/methanol

Sources & evidence

ORD record
ord-b33cf9b6ace945a09fcb4734915466d5
Source dataset
uspto-grants-2002_10
Patent number
US06468502B1

Reaction notes

Loading…