Water → 6-bromo-3-(4-methylphenyl)-2H-1-benzopyran

HRID 1169351Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1169351
[Br-].[Br:2][C:3]1[CH:4]=[CH:5][C:6]([O:29][CH2:30][C:31]([C:33]2[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=2)=O)=[C:7]([CH:28]=1)[CH2:8][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[O-]CC.[Na+].O>C(O)C>[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[O:29][CH2:30][C:31]([C:33]3[CH:34]=[CH:35][C:36]([CH3:39])=[CH:37][CH:38]=3)=[CH:8][C:7]=2[CH:28]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 2723922Sodium ethoxideHCID 86759182[5-Bromo-2-[2-(4-methylphenyl)-2-oxoethoxy]benzyl](triphenyl)phosphonium bromide

Produkt 1

HCID 229901326-bromo-3-(4-methylphenyl)-2H-1-benzopyranAusbeute 85,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Into a suspension of [5-bromo-2-[2-(4-methylphenyl)-2-oxoethoxy]benzyl](triphenyl)phosphonium bromide (5.53 g) in ethanol (20 ml) was added at room temperature a 20% solution of sodium ethoxide in ethanol (2.85 g), and the resulting mixture was stirred for 24 hours. After addition of water (15 ml) to the reaction mixture, a solid material was collected by filtration and was washed with water. The solid material were purified by recrystallization (ethanol) to obtain 6-bromo-3-(4-methylphenyl)-2H-1-benzopyran (2.16 g) as colorless crystals.

Aufarbeitung

  1. filtrationa solid material was collected by filtration
  2. washwas washed with water
  3. customThe solid material were purified by recrystallization (ethanol)

Quellen und Nachweise

ORD-Eintrag
ord-bed4e0e270044b65b9c1efcc1d4c8796
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06627651B1

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