Carbon Tetrachloride → HCID 21848394, Verbindung

HRID 618769Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 618769
[CH2:1]([O:3][C:4]([CH2:6][NH:7][C:8](=[O:19])[CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17]O)=[CH:13][CH:12]=1)=[O:5])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:40]>C(Cl)Cl>[CH2:1]([O:3][C:4]([CH2:6][NH:7][C:8](=[O:19])[CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][Cl:40])=[CH:13][CH:12]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 21848389N-(ethoxycarbonylmethyl)-2-(4-hydroxymethylphenoxy)acetamide

Produkt 1

HCID 21848394HCID 21848394, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of N-(ethoxycarbonylmethyl)-2-(4-hydroxymethylphenoxy)acetamide (3.96 g), triphenylphosphine (3.88 g), carbon tetrachloride (10 ml) and methylene chloride (20 ml) was heated at reflux for 1.5 hours. The reaction mixture was evaporated under reduced pressure, and ethyl acetate was added to the residue. After removal of the insolubles by filtration, the filtrate was chromatographed on silica gel column (eluent; ethyl acetate), and the desired fractions were collected and recrystallized from ethyl acetate/ether to give N-(ethoxycarbonylmethyl)-2-(4-chloromethylphenoxy)acetamide (2.8 g).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hours
  3. customThe reaction mixture was evaporated under reduced pressure, and ethyl acetate
  4. additionwas added to the residue
  5. customAfter removal of the insolubles
  6. filtrationby filtration
  7. customthe filtrate was chromatographed on silica gel column (eluent; ethyl acetate)
  8. customthe desired fractions were collected
  9. customrecrystallized from ethyl acetate/ether

Quellen und Nachweise

ORD-Eintrag
ord-d13e9cef9e0f4d6a8e826a9844b19566
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05955505

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