Chlorotrimethylsilane → [1-(3-Bromo-4-methoxyphenyl)cyclopropyloxy]trimethylsilane

HRID 406396Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 406396
[CH3:1][Si:2](Cl)([CH3:4])[CH3:3].[Br:6][C:7]1[CH:8]=[C:9]([C:15]2([OH:18])[CH2:17][CH2:16]2)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14].C(N(CC)CC)C>C1COCC1.O>[Br:6][C:7]1[CH:8]=[C:9]([C:15]2([O:18][Si:2]([CH3:4])([CH3:3])[CH3:1])[CH2:17][CH2:16]2)[CH:10]=[CH:11][C:12]=1[O:13][CH3:14]

Komponenten

6

Edukt 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 626698761-(3-Bromo-4-methoxyphenyl)cyclopropanol

Produkt 1

HCID 66618984[1-(3-Bromo-4-methoxyphenyl)cyclopropyloxy]trimethylsilane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Trimethylsilyl chloride (6.54 ml) was added to a solution of 1-(3-bromo-4-methoxyphenyl)cyclopropanol (5.0 g) and triethylamine (8.61 ml) in THF (100 ml). The reaction mixture was stirred at room temperature for 3 days. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound (3.84 g).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-012c5307faf646d5a50f18d00ec9ef16
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754100B2

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