Epichlorohydrin → n-Glycidyl-n-methylperfluorobutanesulfonamide

HRID 30944

反応式

HRID 30944 の反応式
[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]1

参加物

4

反応物 3

HCID 7835EpichlorohydrinHCID 1099681,1,2,2,3,3,4,4,4-nonafluoro-N-methylbutane-1-sulfonamide3 回HCID 178418582HCID 178418582、化合物

生成物 1

HCID 86614459n-Glycidyl-n-methylperfluorobutanesulfonamide

実験手順

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).

後処理

  1. custompreparation
  2. customThe solvent was removed under vacuum (pot temperature about 80° C.; 50 mm Hg)
  3. dissolutionThe resulting paste was dissolved in 250 mL THF
  4. temperatureat reflux for 4 hr
  5. temperatureThe slurry was cooled
  6. washwashed with water (300 mL)
  7. dry with materialdried over MgSO4
  8. distillationone-plate distilled to a main cut of MeFBSG as a colorless liquid (260.8 g, bp 95-105° C./0.3 mmHg)

出典と根拠

ORDレコード
ord-1f5e343d782049eb898ffc2a5fc38393
出典データセット
uspto-grants-2008_09
特許番号
US07425374B2

関連ノート

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