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Methanol → HCID 67244427, Verbindung

HRID 2358377
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2358377
[NH2:1][C:2]1[C:9]([CH3:10])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[I:11].CO>C1COCC1>[NH2:7][CH2:6][C:5]1[CH:8]=[C:9]([CH3:10])[C:2]([NH2:1])=[C:3]([I:11])[CH:4]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 887MethanolHCID 684571384-Amino-3-iodo-5-methyl-benzonitrile

Produkt 1

HCID 67244427HCID 67244427, VerbindungAusbeute 96,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Amino-3-iodo-5-methylbenzonitrile (200 mg, 0.77 mmol) was dissolved in THF at 0° C. After Borane-THF complex (4 eq, 3.10 mmol, 3.10 ml) was slowly added into the reaction mixture, a reaction temperature was heated to reflux. The reaction mixture was stirred for 12 hr with reflux. After confirming the completion of the reaction, MeOH was added. The mixture was stirred for 4 hrs. The reaction solvent was removed in vacuo. A residue was extracted with Ethyl acetate, washed with H2O and brine, dried with Na2SO4 and concentrated in vacuo to yield 4-Aminomethyl-2-iodo-6-methyl-phenylamine (194 mg).

Aufarbeitung

  1. additionAfter Borane-THF complex (4 eq, 3.10 mmol, 3.10 ml) was slowly added into the reaction mixture
  2. temperaturea reaction temperature was heated to reflux
  3. temperaturewith reflux
  4. additionwas added
  5. stirringThe mixture was stirred for 4 hrs
  6. customThe reaction solvent was removed in vacuo
  7. extractionA residue was extracted with Ethyl acetate
  8. washwashed with H2O and brine
  9. dry with materialdried with Na2SO4
  10. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7d2bbff9284541adacb438f8068f001c
Quelldatensatz
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07763657B2

Notizen zur Reaktion

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