4-Hydroxybenzaldehyde → p-((Trimethylsilyl)oxy)benzaldehyde

HRID 1067054

Reaktionsgleichung

Reaktionsgleichung von HRID 1067054
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl[Si:18]([CH3:21])([CH3:20])[CH3:19].CCCCCC>ClCCl>[CH3:19][Si:18]([CH3:21])([CH3:20])[O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 1264-HydroxybenzaldehydeHCID 6397ChlorotrimethylsilaneHCID 8058HexaneHCID 8471Triethylamine

Produkt 1

HCID 70536p-((Trimethylsilyl)oxy)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of 122 g 4-hydroxybenzaldehyde (1.0 mol, available from Aldrich) and 111 g triethylamine (1.1 mol, available from Aldrich) in 1.0 L dichloromethane was added dropwise 108 g chlorotrimethylsilane (1.1 mol). This mixture was allowed to stand at room temperature for three days before 500 mL hexane was added. The mixture was filtered to remove triethylamine hydrochloride, and most of the solvent was removed at reduced pressure. A 200 mL portion of hexane was then added, the mixture filtered again, and solvent removed at reduced pressure to leave the desired product.

Aufarbeitung

  1. additionwas added
  2. filtrationThe mixture was filtered
  3. customto remove triethylamine hydrochloride
  4. custommost of the solvent was removed at reduced pressure
  5. additionA 200 mL portion of hexane was then added
  6. filtrationthe mixture filtered again
  7. customsolvent removed at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a1acf58fe71c4a9388823d348322928f
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06245922B1

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