2-(3-Methoxypropyloxy)-phenol → 4-Bromo-2-(3-methoxypropoxy)-phenol

HRID 1452123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1452123
[Br-:1].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.[CH3:55][O:56][CH2:57][CH2:58][CH2:59][O:60][C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][C:62]=1[OH:67]>ClCCl.CO>[Br:1][C:65]1[CH:64]=[CH:63][C:62]([OH:67])=[C:61]([O:60][CH2:59][CH2:58][CH2:57][O:56][CH3:55])[CH:66]=1

Komponenten

5

Edukt 2

HCID 214586242-(3-Methoxypropyloxy)-phenolHCID 23500184Tetra-n-butylammonium tribromide

Produkt 1

HCID 214586624-Bromo-2-(3-methoxypropoxy)-phenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

6.9 g of tetrabutylammonium tribromide are added in portions at room temperature to a solution of 2.6 g of 2-(3-methoxypropoxy)-phenol in 60 ml of dichloromethane and 40 ml of methanol. The reaction mixture is concentrated by evaporation and the residue is partitioned between diethyl ether and water. The organic phases are combined, dried over magnesium sulfate and concentrated by evaporation and the residue is purified by means of FC (700 g of silica gel, dichloromethane/diethyl ether 98:2) to yield the title compound: Rf (dichloromethane/diethyl ether 97: 3)=0.50; HPLC Rt =14.3 minutes; FAB-MS (M+H)+ =262.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. customthe residue is partitioned between diethyl ether and water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated by evaporation
  5. customthe residue is purified by means of FC (700 g of silica gel, dichloromethane/diethyl ether 98:2)

Quellen und Nachweise

ORD-Eintrag
ord-59787e6579414765b9e75d7ac894193a
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05606078

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