Ethyl cyanoformate → HCID 59549532, Verbindung

HRID 453105

Reaktionsgleichung

Reaktionsgleichung von HRID 453105
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2OC(=O)[S:17][N:16]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([C:23]([O:25][CH2:26][CH3:27])=[O:24])#[N:22]>ClC1C=CC=CC=1Cl>[CH2:26]([O:25][C:23]([C:21]1[S:17][N:16]=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:14][CH:13]=2)[N:22]=1)=[O:24])[CH3:27]

Komponenten

4

Edukt 2

HCID 69336Ethyl cyanoformateHCID 595495255-(4-Benzyloxyphenyl)-[1,3,4]oxathiazol-2-one

Produkt 1

HCID 59549532HCID 59549532, VerbindungAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To a solution of 5-(4-benzyloxyphenyl)-[1,3,4]oxathiazol-2-one (0.31 g, 1.08 mmol) in 1,2-dichlorobenzene (2 ml) was added ethyl cyanoformate (0.43 ml, 4.35 mmol). The resulting reaction mixture was refluxed overnight at 150° C. After the completion of the reaction (TLC monitoring), added ice-cold water and extracted with ethyl acetate (3×50 ml). The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum, to get the product (0.250 g, 65%). MS ES+ (341.12).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. customAfter the completion of the reaction (TLC monitoring)
  3. additionadded ice-cold water
  4. extractionextracted with ethyl acetate (3×50 ml)
  5. dry with materialThe combined organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d8a75c907c1b4e628f176109b22bb1bc
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492414B2

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