4-Toluenesulfonyl chloride → Tetrahydrofuran-3-yl 4-methylbenzenesulfonate

HRID 40055

Reaktionsgleichung

Reaktionsgleichung von HRID 40055
[O:1]1[CH2:5][CH2:4][CH:3]([OH:6])[CH2:2]1.[CH3:7][C:8]1[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1>N1C=CC=CC=1>[O:1]1[CH2:5][CH2:4][CH:3]([O:6][S:14]([C:11]2[CH:12]=[CH:13][C:8]([CH3:7])=[CH:9][CH:10]=2)(=[O:16])=[O:15])[CH2:2]1

Komponenten

4

Edukt 2

HCID 73974-Toluenesulfonyl chlorideHCID 99603-Furanol, tetrahydro-

Produkt 1

HCID 13837325Tetrahydrofuran-3-yl 4-methylbenzenesulfonateAusbeute 87,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of tetrahydrofuran-3-ol (500 mg, 5.67 mmol) in pyridine (10 ml) at 0° C. was added 4-methylbenzene-1-sulfonyl chloride (1.08 g, 5.67 mmol). The reaction was stirred at room temperature overnight. The reaction was quenched with water, extracted with ethyl acetate. The organic layer was washed with water, brine, dried over Na2SO4 and concentrated in vacuo to yield crude oil (1.2 g).

Aufarbeitung

  1. customThe reaction was quenched with water
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water, brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3cbe48ced7fd4ce0adb13c99eb89e824
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524917B2

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