Chlorotrimethylsilane → 9-Methoxymethyl-9-trimethylsilyloxymethyl-fluorene

HRID 2252526Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2252526
[CH3:1][O:2][CH2:3][C:4]1([CH2:17][OH:18])[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2.C(N(CC)CC)C.[CH3:26][Si:27](Cl)([CH3:29])[CH3:28]>ClCCl>[CH3:1][O:2][CH2:3][C:4]1([CH2:17][O:18][Si:27]([CH3:29])([CH3:28])[CH3:26])[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2

Komponenten

5

Edukt 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 226391039-(Methoxymethyl)-9H-fluorene-9-methanol

Produkt 1

HCID 226391279-Methoxymethyl-9-trimethylsilyloxymethyl-fluoreneAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1 g of 9-methoxymethyl-9-hydroxymethyl-fluorene was dissolved in 20 ml of dichloromethane. The solution was cooled in ice-water bath to below 5° C., and 0.7 ml of triethyl amine was added thereto. After stirring for 5 minutes, 0.6 ml of trimethylsilyl chloride was added drop-wise, and the mixture was stirred for further 2 hours, followed by stirring at room temperature for 1 hour. The reaction mixture was washed with water, and the organic layer separated was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated to give 1.41 g of concentrate (yield 86%). MS(EI) m/e: 312(M+).

Aufarbeitung

  1. stirringthe mixture was stirred for further 2 hours
  2. stirringby stirring at room temperature for 1 hour
  3. washThe reaction mixture was washed with water
  4. customthe organic layer separated
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. filtrationAfter filtration
  7. customthe filtrate was evaporated
  8. customto give 1.41 g
  9. concentrationof concentrate (yield 86%)

Quellen und Nachweise

ORD-Eintrag
ord-93a839d053b8484b942339ec9b198c59
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07323431B2

Notizen zur Reaktion

Wird geladen…