2-Methoxyphenethyl alcohol → 2-(5-Bromo-2-methoxyphenyl)ethan-1-ol

HRID 744804

Reaktionsgleichung

Reaktionsgleichung von HRID 744804
[Br-:1].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.[OH:55][CH2:56][CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=1[O:64][CH3:65]>ClCCl.CO>[Br:1][C:62]1[CH:61]=[CH:60][C:59]([O:64][CH3:65])=[C:58]([CH2:57][CH2:56][OH:55])[CH:63]=1

Komponenten

5

Edukt 2

HCID 819092-Methoxyphenethyl alcoholHCID 23500184Tetra-n-butylammonium tribromide

Produkt 1

HCID 15020172-(5-Bromo-2-methoxyphenyl)ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

35.72 g of tetrabutylammonium tribromide am added in portions to a solution of 10.7 g of 2-(2-hydroxyethyl)-anisole in 195 ml of dichloromethane and 130 ml of methanol. The reaction mixture is stirred for 150 minutes at room temperature and is then concentrated by evaporation in a rotary evaporator. 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 (dichloromethane), yielding the title compound: Rf (dichloromethane)=0.26; HPLC Rt =13.04 minutes.

Aufarbeitung

  1. concentrationis then concentrated by evaporation in a rotary evaporator
  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 (dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-c8218f7b0ca84270b2a7315a66b37235
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05559111

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