Benzenesulfinic acid → 2-(Benzenesulfonyl)-5-methoxyoxolane

HRID 1463363

Reaktionsgleichung

Reaktionsgleichung von HRID 1463363
[CH3:1][O:2][CH:3]1[CH2:7][CH2:6][CH:5](OC)[O:4]1.[C:10]1([S:16]([OH:18])=[O:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[Cl-].[Cl-].[Ca+2]>C(Cl)Cl>[C:10]1([S:16]([CH:5]2[CH2:6][CH2:7][CH:3]([O:2][CH3:1])[O:4]2)(=[O:18])=[O:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 12057Benzenesulfinic acidHCID 790982,5-DimethoxytetrahydrofuranHCID 5284359Calcium Chloride

Produkt 1

HCID 199304622-(Benzenesulfonyl)-5-methoxyoxolaneAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2,5-Dimethoxytetrahydrofuran (17.1 ml, 0.13 M) was added dropwise to a stirred solution of benzenesulphinic acid (17.0 g, 0.12 M) in dry DCM (100ml) containing a suspension of powdered CaCl2 (1.0 g) at room temperature under argon. After 4 h, the solution was washed with water (2×50 ml), dried (Na2SO4) and evaporated. The product was crystallised (diethyl ether/hexane) to give 2-benzenesulphonyl-5-methoxytetrahydrofuran (15 9 g, 55%).

Aufarbeitung

  1. additioncontaining
  2. washthe solution was washed with water (2×50 ml)
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customThe product was crystallised (diethyl ether/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-6b5822870bbc4b8290e6f4a0e5d4a634
Quelldatensatz
uspto-grants-1994_04
Patentnummer
US05300524

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