1-Chloro-4-(chloromethyl)benzene → HCID 70565216, Verbindung

HRID 1427212Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1427212
[F:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]2[CH:6]=[CH:7][NH:8][C:9]=2[CH:10]=1.[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Cl)=[CH:15][CH:14]=1.[OH-].[Na+]>>[Cl:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][N:8]2[C:9]3[CH:10]=[C:2]([F:1])[CH:3]=[C:4]([NH2:11])[C:5]=3[CH:6]=[CH:7]2)=[CH:15][CH:14]=1

Komponenten

4

Edukt 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 14798Sodium HydroxideHCID 247280226-Fluoro-1H-indol-4-amine

Produkt 1

HCID 70565216HCID 70565216, Verbindung

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 6-fluoro-1H-indol-4-amine (5 g, 0.033 mol), 4-chlorobenzyl chloride (5.55 g, 0.035 mol) and sodium hydroxide (1.32 g, 0.033 mol) was heated at 60° C. for 3 h. The solvent was evaporated and the residue was dissolved in EA (150 mL) and water (70 mL). The aqueous layer was extracted with EA and washed with brine (100 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel flash chromatography (PE:EA=8:1) to afford the title compound. LC/MS m/z=275.1 [M+H]+.

Aufarbeitung

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in EA (150 mL)
  3. extractionThe aqueous layer was extracted with EA
  4. washwashed with brine (100 mL)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel flash chromatography (PE:EA=8:1)

Quellen und Nachweise

ORD-Eintrag
ord-d6803544e7cd4af88acfbb7b26573fd4
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08933113B2

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