Methyl Methacrylate → Cyclohexyl methacrylate

HRID 1699794

Reaktionsgleichung

Reaktionsgleichung von HRID 1699794
[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 72 %

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 MTX 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 848 g of cyclohexyl methacrylate was obtained. During the course of the reaction and distillation, polymerization occurred neither in the reactor nor the column. However, the cyclohexyl methacrylate thus obtained was slightly colored and had a color number (APHA) of 140.

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-0fddd5e962d44f39a93b571b3812c32c
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06348598B1

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