Boron tribromide → HCID 19040960, Verbindung

HRID 1683817Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1683817
C[O:2][C:3]1[CH:20]=[C:19]([O:21]C)[CH:18]=[CH:17][C:4]=1[C:5]([N:7]([CH:14]([CH3:16])[CH3:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:6].B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:20]=[C:19]([OH:21])[CH:18]=[CH:17][C:4]=1[C:5]([N:7]([CH:14]([CH3:16])[CH3:15])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:6]

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 19040985HCID 19040985, Verbindung

Produkt 1

HCID 19040960HCID 19040960, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A stirred solution of 2,4-dimethoxy-N-(1-methylethyl)-N-phenylbenzamide (2.4 g, 8.03 mmol) in 10 ml of dichloromethane at 0° C. was treated with 1N boron tribromide (33.2 mL, 33.2 mmol) and stirred at room temperature for 1 hour. The reaction is poured in to the ice water. After stirring for 15 minutes, the reaction was partitioned between ethyl acetate and brine, dried over magnesium sulfate and concentrated in vacuo to afford yellow foam. This material is purified by chromatography on silica gel (70 g) with 3-5% methanol/dichloromethane as the eluent to afford 2,4-dihydroxy-N-(1-methylethyl)-N-phenylbenzamide as colorless foam.

Aufarbeitung

  1. stirringAfter stirring for 15 minutes
  2. customthe reaction was partitioned between ethyl acetate and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customto afford yellow foam
  6. customThis material is purified by chromatography on silica gel (70 g) with 3-5% methanol/dichloromethane as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-5305a1747cdd40e8bac92e2c3a5d0562
Quelldatensatz
uspto-grants-1997_06
Patentnummer
US05639768

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