Carbon tetrabromide → 3-Bromomethyl-3-(3-hydroxy-phenyl)-1-methyl-azepan-2-one

HRID 1594892Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594892
O[CH2:2][C:3]1([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH3:10])[C:4]1=[O:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:39]>C(Cl)Cl>[Br:39][CH2:2][C:3]1([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[CH:13]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH3:10])[C:4]1=[O:11]

Komponenten

5

Edukt 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 217062823-Hydroxymethyl-3-(3-hydroxy-phenyl)-1-methyl-azepan-2-one

Produkt 1

HCID 217061603-Bromomethyl-3-(3-hydroxy-phenyl)-1-methyl-azepan-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-Hydroxymethyl-3-(3-hydroxy-phenyl)-1-methyl-azepan-2-one (as described in Example 6, Step B) (0.60 g, 2.40 mmol), triphenylphosphine (0.94 g, 3.60 mmol), and carbon tetrabromide (1.19 g, 3.60 mmol) were dissolved in CH2Cl2 (15 mL), stirred under Ar for 16 h, then the solution was concentrated in vacuo and purified using SiO2 chromatography (0.5% MeOH/CH2Cl2) to give the title compound.

Aufarbeitung

  1. concentrationthe solution was concentrated in vacuo
  2. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-8dbbe6964df940b1af33c2fd86d1a749
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06284755B1

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