Pyridine → Acetoxymethyl 2-methacryloyloxyethyl Carbonate

HRID 1900153Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1900153
Cl[C:2]([O:4][CH2:5][O:6][C:7](=[O:9])[CH3:8])=[O:3].[C:10]([O:15][CH2:16][CH2:17][OH:18])(=[O:14])[C:11]([CH3:13])=[CH2:12].N1C=CC=CC=1>C(Cl)Cl>[C:2](=[O:3])([O:18][CH2:17][CH2:16][O:15][C:10](=[O:14])[C:11]([CH3:13])=[CH2:12])[O:4][CH2:5][O:6][C:7](=[O:9])[CH3:8]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 133602-Hydroxyethyl MethacrylateHCID 14800978[(Chlorocarbonyl)oxy]methyl acetate

Produkt 1

HCID 23371997Acetoxymethyl 2-methacryloyloxyethyl CarbonateAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of acetoxymethyl chloroformate (1.00 g, 0.0066 mol) and 2-hydroxyethyl methacrylate (0.86 g, 0.0066 mol) in methylene chloride (30 ml), pyridine (0.52 g, 0.0066 mol) was added at 0° C. After 10 min at 0° C. and 18 hours at 25° C. the reaction mixture was washed with aqueous hydrochloric acid (100 ml), aqueous saturated sodium hydrogen carbonate (100 ml) and water (100 ml). The solvent was removed under reduced pressure after drying (MgSO4). Flash chromatography (silicagel, hexane/ethyl acetate (3:2)) gave 1.05 g (65%) of the title product.

Aufarbeitung

  1. wash18 hours at 25° C. the reaction mixture was washed with aqueous hydrochloric acid (100 ml), aqueous saturated sodium hydrogen carbonate (100 ml) and water (100 ml)
  2. customThe solvent was removed under reduced pressure
  3. dry with materialafter drying (MgSO4)

Quellen und Nachweise

ORD-Eintrag
ord-fe29a4ad2aac47ca96e5083470ee6ca4
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05574097

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