m-Chloroperbenzoic acid → 4-{[t-Butyl(diphenyl)silyl]oxy}-3-fluorophenyl acetate

HRID 1634733Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1634733
[Si:1]([O:18][C:19]1[CH:24]=[CH:23][C:22](C(=O)C)=[CH:21][C:20]=1[F:28])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=[C:32](C=CC=1)[C:33]([O:35]O)=[O:34]>C(Cl)(Cl)Cl.ClCCl>[C:33]([O:35][C:22]1[CH:23]=[CH:24][C:19]([O:18][Si:1]([C:14]([CH3:16])([CH3:17])[CH3:15])([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[C:20]([F:28])[CH:21]=1)(=[O:34])[CH3:32]

Komponenten

5

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 69987244HCID 69987244, Verbindung

Produkt 1

HCID 699857744-{[t-Butyl(diphenyl)silyl]oxy}-3-fluorophenyl acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1-(4-{[t-Butyl(diphenyl)silyl]oxy}-3-fluorophenyl)-1-ethanone (8.27 g, 21.07 mmol) was dissolved in chloroform (300 mL). 3-Chloroperoxybenzoic acid (4.0 g, 23.18 mmol) was added and the solution heated to reflux for 72 hours. The solution was diluted with dichloromethane, washed with saturated sodium hydrogen sulfate, saturated sodium hydrogen carbonate, brine and dried over anhydrous magnesium sulfate. The solution was filtered and the solvent evaporated to dryness in vacuo to yield the title compound which was used without further purification (5.28 g, 12.92 mmol).

Aufarbeitung

  1. temperaturethe solution heated
  2. temperatureto reflux for 72 hours
  3. washwashed with saturated sodium hydrogen sulfate, saturated sodium hydrogen carbonate, brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationThe solution was filtered
  6. customthe solvent evaporated to dryness in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ef0f1fa36cca49dfa273a12cc80ab30c
Quelldatensatz
uspto-grants-2003_01
Patentnummer
US06506901B2

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