Water → 1-(2-Bromoethyl)-6-methoxyindan

HRID 1977996

Reaktionsgleichung

Reaktionsgleichung von HRID 1977996
O[CH2:2][CH2:3][CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5]1.P(Br)(Br)[Br:16].O>ClCCl>[Br:16][CH2:2][CH2:3][CH:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:5]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 109978572-(6-Methoxyindan-1-yl)ethanol

Produkt 1

HCID 110971511-(2-Bromoethyl)-6-methoxyindanAusbeute 27,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-(2-hydroxyethyl)-6-methoxyindan (4.95 g, 25.7 mmol) in dichloromethane (100 ml) was added dropwise at −5° C. phosphorus tribromide (0.86 ml, 2084 27.0 mmol). The mixture was stirred for 30 minutes. To the reaction mixture was added water, which was subjected to extraction with chloroform. The extract solution was washed with brine and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was purified by means of a silica gel column chromatography (hexane/ethyl acetate, 7:3→1:1) to give 1.80 g (yield 27%) of the above-titled compound as an oily product.

Aufarbeitung

  1. extractionwas subjected to extraction with chloroform
  2. washThe extract solution was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationby distilling off the solvent under reduced pressure
  5. customThe residue was purified by means of a silica gel column chromatography (hexane/ethyl acetate, 7:3→1:1)

Quellen und Nachweise

ORD-Eintrag
ord-a323d53e5f8a49fbac6123342e2eebbd
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06235789B1

Verknüpfte Notizen

Wird geladen…