Guaiacol → 2-Methoxyphenyl chloroformate

HRID 896450

Reaktionsgleichung

Reaktionsgleichung von HRID 896450
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1O.CN(C)C1C=CC=CC=1.[C:19]([Cl:22])(Cl)=[O:20].CN(C=[O:27])C>C1(C)C=CC=CC=1.ClC1C=CC=CC=1>[Cl:22][C:19]([O:20][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])=[O:27]

Komponenten

7

Edukt 4

HCID 460GuaiacolHCID 949N,N-DimethylanilineHCID 6228DimethylformamideHCID 6371Phosgene

Produkt 1

HCID 33621432-Methoxyphenyl chloroformateAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

A solution of 2-methoxyphenol (2 g, 16.1 mmol), N,N-dimethylaniline (1.95 g, 16.1 mmol), phosgene (8.34 mL of a 1.93 M solution in toluene, 16.1 mmol) and a catalytic amount of DMF in chlorobenzene (5 mL) was stirred in a pressure tube for 2 h at 80° C. The organic layer was separated and concentrated in vacuo. The residue was distilled (Buchi Kugelrohr; bp=115° C. @ 10 mm Hg) to provide 2-methoxyphenyl chloroformate (1.5 g; 50%) as a clear oil.

Aufarbeitung

  1. customThe organic layer was separated
  2. concentrationconcentrated in vacuo
  3. distillationThe residue was distilled (Buchi Kugelrohr; bp=115° C. @ 10 mm Hg)

Quellen und Nachweise

ORD-Eintrag
ord-6883fa29facc45709c9dfab329d65053
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06919358B2

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