Triethylamine → 1,3-Dimethoxypropan-2-yl methanesulfonate

HRID 636941

Reaktionsgleichung

Reaktionsgleichung von HRID 636941
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][O:7][CH2:8][CH:9]([OH:13])[CH2:10][O:11][CH3:12].C(N(CC)CC)C>ClCCl>[CH3:6][O:7][CH2:8][CH:9]([O:13][S:2]([CH3:1])(=[O:4])=[O:3])[CH2:10][O:11][CH3:12]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 121901,3-Dimethoxy-2-propanolHCID 31297Methanesulfonyl chloride

Produkt 1

HCID 225957861,3-Dimethoxypropan-2-yl methanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4.3 mL of methanesulfonyl chloride was added dropwise at 5° C. to a stirred solution of 6.0 g of 1,3-dimethoxy-propan-2-ol and 9.0 mL of triethylamine in 60 mL of dichloromethane. Stirring was continued for 72 hours at room temperature, followed by extraction with water. The combined organic extracts were dried (sodium sulfate) and concentrated and the residue purified by silica chromatography (isohexane/ethyl acetate=9/1, 8/2, 7/3, 6/4 v/v) yielding 2.5 g of methanesulfonic acid 2-methoxy-1-methoxymethyl-ethyl ester as an oil. EI-MS: 198 (M+).

Aufarbeitung

  1. extractionfollowed by extraction with water
  2. dry with materialThe combined organic extracts were dried (sodium sulfate)
  3. concentrationconcentrated
  4. customthe residue purified by silica chromatography (isohexane/ethyl acetate=9/1, 8/2, 7/3, 6/4 v/v)

Quellen und Nachweise

ORD-Eintrag
ord-4da37c10c8764a82852b00f406176c90
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06194409B1

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