Solketal → (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate

HRID 79407

Reaktionsgleichung

Reaktionsgleichung von HRID 79407
[CH3:1][C:2]1([CH3:9])[O:6][CH:5]([CH2:7][OH:8])[CH2:4][O:3]1.[CH3:10][S:11](Cl)(=[O:13])=[O:12].C(N(CC)CC)C>C(Cl)Cl>[CH3:10][S:11]([O:8][CH2:7][CH:5]1[CH2:4][O:3][C:2]([CH3:9])([CH3:1])[O:6]1)(=[O:13])=[O:12]

Komponenten

5

Edukt 3

HCID 7528SolketalHCID 8471TriethylamineHCID 31297Methanesulfonyl chloride

Produkt 1

HCID 15570840(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonateAusbeute 100,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To (2,2-dimethyl-1,3-dioxolan-4-yl)methanol (400 mg, 3.03 mmol) in DCM (6 mL) at 0° C. was added methanesulfonyl chloride (381 mg, 3.33 mmol) and triethylamine (368 mg, 3.63 mmol. The cold bath was removed and the reaction mixture was stirred for 30 minutes. The mixture was diluted with DCM (5 mL). The organic phase was washed with water (4 mL) and brine (2 mL), and dried (Na2SO4). The solution was concentrated under reduced pressure to give the product (642 mg).

Aufarbeitung

  1. customThe cold bath was removed
  2. additionThe mixture was diluted with DCM (5 mL)
  3. washThe organic phase was washed with water (4 mL) and brine (2 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationThe solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c6973e2a5d534758b3d1c9b5b6305e53
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841455B2

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