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Phenothiazine → 2-Hydroxy-2,2-dimethylethyl methacrylate

HRID 746349
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 746349
ClC[CH2:3][C:4]([CH3:7])([OH:6])[CH3:5].[C:8]([O-:13])(=[O:12])[C:9]([CH3:11])=[CH2:10].[Na+].C1C2NC3C(=CC=CC=3)SC=2C=CC=1>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].C(#N)CCC.CCCCCC>[C:8]([O:13][CH2:3][C:4]([OH:6])([CH3:7])[CH3:5])(=[O:12])[C:9]([CH3:11])=[CH2:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 3

HCID 7108PhenothiazineHCID 5477654-Chloro-2-methylbutan-2-olHCID 3255932Sodium methacrylate

Produkt 1

HCID 99422122-Hydroxy-2,2-dimethylethyl methacrylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 21218Trioctylmethylammonium chlorideKatalysator
HCID 8008
Butyronitrile
Lösungsmittel
HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A mixture of 1-chloromethyl-2-methyl-2-propanol (21.80 g, 0.20 mole), sodium methacrylate (32.40 g, 0.30 mole), Adogen 464 (7.00 g, 0.015 mole) (phase transfer catalyst purchased from Aldrich Chemical Co.), and phenothiazine (60 mg) in butyronitrile (200 ml) was heated to reflux under nitrogen in a three-necked round bottomed flask equipped with a condenser and a mechanical stirrer. After cooling the contents to room temperature, the mixture was diluted with hexane (200 ml) and filtered through celite. The solvents were removed under aspirator vacuum (40-80° C.). The residue was distilled under high vacuum. The 22.50 grams of the product was collected between 72-80° C. at 2 mm pressure as a clear liquid.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux under nitrogen in a three-necked round bottomed flask
  3. customequipped with a condenser and a mechanical stirrer
  4. filtrationfiltered through celite
  5. customThe solvents were removed under aspirator vacuum (40-80° C.)
  6. distillationThe residue was distilled under high vacuum
  7. customThe 22.50 grams of the product was collected between 72-80° C. at 2 mm pressure as a clear liquid

Quellen und Nachweise

ORD-Eintrag
ord-e3f4e262e9e142c089106b277f728fc4
Quelldatensatz
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07393624B2

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