Methacrylic Acid → 4-Propyl-cyclohexanecarboxylic acid 2,2-dimethyl-3-(2-methyl-acryloyloxy)-propyl ester

HRID 386338Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 386338
Br[CH2:2][C:3]([CH3:18])([CH3:17])[CH2:4][O:5][C:6]([CH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH3:16])[CH2:10][CH2:9]1)=[O:7].[C:19]([OH:24])(=[O:23])[C:20]([CH3:22])=[CH2:21].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:17][C:3]([CH3:18])([CH2:2][O:24][C:19](=[O:23])[C:20]([CH3:22])=[CH2:21])[CH2:4][O:5][C:6]([CH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH3:16])[CH2:10][CH2:9]1)=[O:7]

Komponenten

5

Edukt 3

HCID 4093Methacrylic AcidHCID 11430Potassium CarbonateHCID 592890294-Propyl-cyclohexanecarboxylic acid 3-bromo-2,2-dimethyl-propyl ester

Produkt 1

HCID 592890974-Propyl-cyclohexanecarboxylic acid 2,2-dimethyl-3-(2-methyl-acryloyloxy)-propyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

4-Propyl-cyclohexanecarboxylic acid 3-bromo-2,2-dimethyl-propyl ester (4.3 g, 13.3 mmol), methacrylic acid (3.4 g, 39.9 mmol) and potassium carbonate (6.9 g, 50.0 mmol) are stirred at 100° C. in dimethyl sulphoxide (100 ml) for 3d. A solid precipitate is removed by filtration and washed with diethyl ether. The filtrate is washed with water, removed, dried and evaporated to dryness. Purification is achieved by flash column chromatography using petrol as eluant to give 22 as a liquid.

Aufarbeitung

  1. customA solid precipitate is removed by filtration
  2. washwashed with diethyl ether
  3. washThe filtrate is washed with water
  4. customremoved
  5. customdried
  6. customevaporated to dryness
  7. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-8cbe1a62429743d181417fb5887de095
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372307B2

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