Reaktionsgleichung
[CH3:1][NH:2][S:3]([C:6]([F:18])([F:17])[C:7]([F:16])([F:15])[C:8]([F:14])([F:13])[C:9]([F:12])([F:11])[F:10])(=[O:5])=[O:4].O(C)[Na].[CH2:22]([CH:24]1[O:26][CH2:25]1)Cl>>[CH2:22]([N:2]([CH3:1])[S:3]([C:6]([F:17])([F:18])[C:7]([F:15])([F:16])[C:8]([F:13])([F:14])[C:9]([F:10])([F:12])[F:11])(=[O:5])=[O:4])[CH:24]1[O:26][CH2:25]1Komponenten
Versuchsvorschrift
N-Methylperfluorobutanesulfonamide (MeFBSA, 313 g, 1.0 mol; preparation described in U.S. Pat. No. 6,664,354, Savu et al., Example 1, Part A) was added to a stirred mixture of 220 g NaOCH3 (1.02 mol; 25% NaOMe in MeOH). The solvent was removed under vacuum (pot temperature about 80° C.; 50 mm Hg). The resulting paste was dissolved in 250 mL THF and treated with 473 g (5.11 mol) epichlorohydrin and stirred at reflux for 4 hr. GLC analysis showed complete conversion of MeFBSA. The slurry was cooled, washed with water (300 mL) and the resulting lower layer was taken up in methylene chloride, rewashed with water (300 mL), and dried over MgSO4. The product was stripped and one-plate distilled to a main cut of MeFBSG as a colorless liquid (260.8 g, bp 95-105° C./0.3 mmHg).
Aufarbeitung
- custompreparation
- customThe solvent was removed under vacuum (pot temperature about 80° C.; 50 mm Hg)
- dissolutionThe resulting paste was dissolved in 250 mL THF
- temperatureat reflux for 4 hr
- temperatureThe slurry was cooled
- washwashed with water (300 mL)
- dry with materialdried over MgSO4
- distillationone-plate distilled to a main cut of MeFBSG as a colorless liquid (260.8 g, bp 95-105° C./0.3 mmHg)
Quellen und Nachweise
- ORD-Eintrag
- ord-1f5e343d782049eb898ffc2a5fc38393
- Quelldatensatz
- uspto-grants-2008_09
- Patentnummer
- US07425374B2
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