Triethylene glycol monomethyl ether → 4-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid ethyl ester

HRID 1044640

Reaktionsgleichung

Reaktionsgleichung von HRID 1044640
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][OH:11].[CH2:12]([O:14][C:15](=[O:19])[CH2:16][CH:17]=[CH2:18])[CH3:13]>O1CCCC1>[CH2:12]([O:14][C:15](=[O:19])[CH2:16][CH2:17][CH2:18][O:11][CH2:10][CH2:9][O:8][CH2:7][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])[CH3:13]

Komponenten

4

Edukt 2

HCID 8178Triethylene glycol monomethyl etherHCID 74172Ethyl vinylacetate

Produkt 1

HCID 578909084-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid ethyl esterAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Triethylene glycol monomethyl ether (4.27 g, 0.026 mol) and But-3-enoic acid ethyl ester (1.5 g, 0.013 mol) were dissolved in tetrahydrofuran (10 mL). Then lump Na0 (0.030 g, 0.013 mol) was added and the reaction was stirred for 4 h. Crude reaction was quenched with 1M HCl (20 mL), washed ethyl acetate (3×20 mL). Organic layers were combined and washed with H2O (2×10 mL), dried MgSO4, and evaporated to dryness to afford 2 a yellowish oil (1.07 g, 30% yield).

Aufarbeitung

  1. additionThen lump Na0 (0.030 g, 0.013 mol) was added
  2. customCrude reaction
  3. customwas quenched with 1M HCl (20 mL)
  4. washwashed ethyl acetate (3×20 mL)
  5. washwashed with H2O (2×10 mL), dried MgSO4
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-e463d621653440ecba08d0b96fd5c475
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563685B2

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