Methanol → HCID 178508149, Verbindung

HRID 2218971Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2218971
[C:1]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][C:4]([NH2:7])=[C:3]([NH2:8])[CH:2]=1.CO.O.[N:18]#[C:19]Br>C1COCC1>[C:9]1([C:1]2[CH:6]=[CH:5][C:4]3[NH:7][C:19]([NH2:18])=[N:8][C:3]=3[CH:2]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 10476Cyanogen BromideHCID 6452000(1,1'-Biphenyl)-3,4-diamine

Produkt 1

HCID 178508149HCID 178508149, VerbindungAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of biphenyl-3,4-diamine (0.99 mmol) in THF:MeOH:water (5 mL:10 mL:10 mL) was added cyanogen bromide (5M solution in acetonitrile, 1.06 mmol). The resulting mixture was stirred at room temperature overnight. The reaction was partitioned between EtOAc and aqueous sodium hydroxide and the aqueous layer re-extracted with EtOAc. The combined EtOAc extracts were washed with water, brine, dried over MgSO2, then concentrated in vacuo to afford 7 (147 mg, 71%) as an off-white solid.

Aufarbeitung

  1. customThe reaction was partitioned between EtOAc and aqueous sodium hydroxide
  2. extractionthe aqueous layer re-extracted with EtOAc
  3. washThe combined EtOAc extracts were washed with water, brine
  4. dry with materialdried over MgSO2
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e4d567a74cd846cb8054652dbd491677
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07414046B2

Notizen zur Reaktion

Wird geladen…