Triethylamine → Ethyl 2-diazo-3-(2,6-difluorophenyl)-3-oxopropanoate

HRID 449946Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 449946
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9](=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(N(CC)CC)C.C(NC1C=CC(S([N:37]=[N+:38]=[N-])(=O)=O)=CC=1)(=O)C>C(#N)C>[N+:37](=[C:10]([C:9]([C:3]1[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=1[F:8])=[O:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[N-:38]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 51291854-Acetamidobenzenesulfonyl azideHCID 13550002Ethyl 3-(2,6-difluorophenyl)-3-oxopropanoate

Produkt 1

HCID 86681842Ethyl 2-diazo-3-(2,6-difluorophenyl)-3-oxopropanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Ethyl 3-(2,6-difluorophenyl)-3-oxopropanoate (12.3 g, 53.8 mmol) and triethylamine (22.5 mL, 0.161 mol, 3.0 equiv) were dissolved in acetonitrile (160 mL) and treated with 4-acetamidobenzenesulfonyl azide. The mixture was stirred for 18 hours at ambient temperature, concentrated in vacuo and the residue was purified by silica gel chromatography (eluting with chloroform), providing the titled compound.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customthe residue was purified by silica gel chromatography (eluting with chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-99c4e7853a2044faa26b6d908acfbd65
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486946B2

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