Water → 1,1-Dimethylethyl 2-chloro-3-methoxymethyloxirane-carboxylate

HRID 2292577

Reaktionsgleichung

Reaktionsgleichung von HRID 2292577
[CH3:1][O:2][CH2:3][CH:4]=[O:5].Cl[CH:7]([Cl:15])[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].CCOCC.O>O1CCCC1>[Cl:15][C:7]1([C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9])[CH:4]([CH2:3][O:2][CH3:1])[O:5]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 3283Diethyl EtherHCID 91563MethoxyacetaldehydeHCID 30164831,1-Dimethylethyl dichloroacetate

Produkt 1

HCID 214784451,1-Dimethylethyl 2-chloro-3-methoxymethyloxirane-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Reaktionsbedingungen

Temperatur
-20 °C

Versuchsvorschrift

A mixture of 2.106 g of methoxyacetaldehyde, 3.8 ml of tertbutyl dichloroacetate and 25 ml of tetrahydrofuran was cooled to -20° C. and over 15 minutes, 29 ml of potassium tertbutylate in tetrahydrofuran (0.9M) were introduced. The mixture stood for 20 minutes and 25 ml of ether and 25 ml of water were added. The mixture was extracted with ether and the organic phase was washed with water saturated with sodium chloride, then dried and concentrated to dryness under reduced pressure. The residue was chromatographed over silica and eluted with methylene chloride to obtain 1.44 g of 1,1-dimethylethyl 2-chloro-3-methoxymethyloxirane-carboxylate.

Aufarbeitung

  1. extractionThe mixture was extracted with ether
  2. washthe organic phase was washed with water saturated with sodium chloride
  3. customdried
  4. concentrationconcentrated to dryness under reduced pressure
  5. customThe residue was chromatographed over silica
  6. washeluted with methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-b6b0bab6a3454b1386b123a69f0790dd
Quelldatensatz
uspto-grants-1997_11
Patentnummer
US05683996

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