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2-Fluorobenzoyl chloride → HCID 54429599, Verbindung

HRID 342527
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 342527
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:9][CH:10]=[CH:11][N:12]=1.FC1C=CC=CC=1C(Cl)=O.Br.BrCCN>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:9][CH2:10][CH2:11][N:12]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 98082-Fluorobenzoyl chlorideHCID 27742172-Bromoethylamine hydrobromideHCID 106070862-(2-Fluorophenyl)oxazole

Produkt 1

HCID 54429599HCID 54429599, Verbindung

Versuchsvorschrift

Compounds of Formula 7 are commercially available or can be prepared by methods known to those of ordinary skill in the art. For example, a compound of Formula 7 in which L is fluoro, R1 is oxazol-2-yl and R2 is hydro (i.e., 2-fluoro-1-oxazol-2-ylbenzene) can be prepared by reacting 2-fluorobenzoic acid chloride with 2-bromoethylamine hydrobromide to give 2-fluoro-1-(4,5-dihydrooxazol-2-yl)benzene and then oxidizing. The reaction with the 2-bromoethylamine hydrobromide is carried out in the presence of a suitable base, typically a nitrogen base (e.g., triethylamine, N,N-diisopropylethylamine, etc., preferably triethylamine) and in a suitable solvent (e.g., benzene, methylene chloride, DMF, toluene, THF, any appropriate mixture of suitable solvents, etc., preferably benzene) at 50° to 110° C., typically at 100° to 110° C. and preferably at reflux, and requires 2 to 20 hours. The oxidation can be carried out with a suitable oxidizing agent (e.g., nickel peroxide hydrate, manganese dioxide, etc., preferably nickel peroxide hydrate) in a suitable solvent (e.g., benzene, methylene chloride, 1,2-dichloroethane, decalin, any appropriate mixture of suitable solvents, etc., preferably benzene) at 20° to 150° C., typically at 50° to 120° C. and preferably at reflux, and requires 2 to 40 hours. Further details of the process steps set forth in this paragraph are provide in Example 15, infra.

Aufarbeitung

  1. customcan be prepared by methods
  2. customcan be prepared

Quellen und Nachweise

ORD-Eintrag
ord-5e1a226837ff465b8dd0ea2aa7155594
Quelldatensatz
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05859014

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