Water → 1-(2,6-Bisbenzyloxy-4-methylphenyl)ethanone

HRID 1182022

Reaktionsgleichung

Reaktionsgleichung von HRID 1182022
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([OH:9])[C:3]=1[C:10](=[O:12])[CH3:11].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O.C(OCC)(=O)C>[CH2:13]([O:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([O:9][CH2:10][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=2)[C:3]=1[C:10](=[O:12])[CH3:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 104195313,5-Dihydroxy-4-acetyltoluene

Produkt 1

HCID 220166451-(2,6-Bisbenzyloxy-4-methylphenyl)ethanoneAusbeute 79,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1.62 g (9.75 mmol) of 1-(2,6-dihydroxy-4-methylphenyl)ethanone (35) are dissolved in 30 ml of dimethylformamide, and 4.0 ml (33.7 mmol) of benzyl bromide and 13.8 g (100 mmol) of potassium carbonate are added. The reaction mixture is stirred at room temperature for 3 hours. This is followed by addition of water and extraction twice with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution, dried over sodium sulfate and concentrated in a rotary evaporator. 1.35 g (40%) of compound 36 are obtained as a colorless crystalline product. C23H22O3 (346.2) MS (ESI+): 347.15 (M+H+).

Aufarbeitung

  1. washThe combined organic phases are washed with saturated sodium chloride solution
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-8db692d3984a417d809066e3c39e735c
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07288528B2

Verknüpfte Notizen

Wird geladen…