Hydrochloric Acid → HCID 24777543, Verbindung

HRID 1364458Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1364458
[Sn](Cl)Cl.Cl.[CH3:5][O:6][C:7]1[CH:25]=[CH:24][C:10]([O:11][CH2:12][C:13]2[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-])=O)[C:14]=2[C:15]#[N:16])=[CH:9][CH:8]=1.[OH-].[K+]>>[NH2:21][C:17]1[CH:18]=[CH:19][CH:20]=[C:13]([CH2:12][O:11][C:10]2[CH:9]=[CH:8][C:7]([O:6][CH3:5])=[CH:25][CH:24]=2)[C:14]=1[C:15]#[N:16]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 24479Stannous ChlorideHCID 24777539HCID 24777539, Verbindung

Produkt 1

HCID 24777543HCID 24777543, VerbindungAusbeute 73 %

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

To a cooled (15° C.) and stirred solution of tin (II) chloride (0.37 g, 1.65 mmol) and con. hydrochloric acid (2.0 mL) was added a solution of 2-(4-methoxyphenoxymethyl)-6-nitrobenzonitrile (100.0 mg, 0.35 mmol). The reaction mixture was slowly warmed to room temperature and stirred for 3 hours. The reaction mixture was poured on to crushed-ice and potassium hydroxide solution, stirred, extracted with dichloromethane, filtered and dried. Purification by silica gel chromatography (1% methanol in dichloromethane) yielded 65 mg of 2-amino-6-(4-methoxyphenoxymethyl)benzonitrile.

Aufarbeitung

  1. temperatureThe reaction mixture was slowly warmed to room temperature
  2. additionThe reaction mixture was poured on
  3. stirringstirred
  4. extractionextracted with dichloromethane
  5. filtrationfiltered
  6. customdried
  7. customPurification by silica gel chromatography (1% methanol in dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-73bf5eda52ed421bbb2ad82c6b441611
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888366B2

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