Methyl Methacrylate → Cyclohexyl methacrylate

HRID 1699793

Reaktionsgleichung

Reaktionsgleichung von HRID 1699793
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH:8]1(O)[CH2:13][CH2:12]C[CH2:10][CH2:9]1>C([Sn](=O)CCCC)CCC.CO>[C:1]([O:6][CH:7]1[CH2:12][CH2:13][CH2:8][CH2:9][CH2:10]1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

Komponenten

5

Edukt 2

HCID 6658Methyl MethacrylateHCID 7966Cyclohexanol

Produkt 1

HCID 7561Cyclohexyl methacrylateAusbeute 62,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 61221Dibutyltin oxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Using a reflux apparatus equipped with a 20-plates Oldershaw column as the distillation column, a 3-liter four-necked flask with a side arm was charged with 1,401 g (14 moles) of methyl methacrylate, 701 g (7 moles) of cyclohexanol, 12.6 g of dibutyltin oxide, and 1.18 g (corresponding to 0.1% of the theoretical yield of the product) of IB as a polymerization inhibitor. This mixture was subjected to an ester exchange reaction. The methanol formed as a by-product during reaction was removed from the system together with the methyl methacrylate. The resulting reaction product was purified by simple distillation using an empty column having a length of 20 cm, so that 740 g of cyclohexyl methacrylate was obtained. During the course of the reaction and distillation, polymerization occurred neither in the reactor nor the column. The cyclohexyl methacrylate thus obtained had a color number (APHA) of not greater than 5.

Aufarbeitung

  1. customequipped with a 20-plates Oldershaw column as the distillation column, a 3-liter four-necked flask with a side arm
  2. customwas removed from the system together with the methyl methacrylate
  3. customThe resulting reaction product
  4. distillationwas purified by simple distillation

Quellen und Nachweise

ORD-Eintrag
ord-0da0642b468e404ba0b4e870b2180337
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06348598B1

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