Carbon Dioxide → Methyl 2-propen-1-yl carbonate

HRID 542572

Reaktionsgleichung

Reaktionsgleichung von HRID 542572
[CH2:1](Cl)[CH:2]=[CH2:3].[C:5](=[O:10])([O:8][CH3:9])[O:6][CH3:7].CO[C:13]1C=CC(O)=C[CH:14]=1.C(=O)=O>[Br-].C([P+](CCCC)(CCCC)CCCC)CCC>[C:5](=[O:8])([O:6][CH3:7])[O:10][CH2:1][CH:2]=[CH2:3].[C:5](=[O:10])([O:8][CH2:9][CH:13]=[CH2:14])[O:6][CH2:1][CH:2]=[CH2:3]

Komponenten

7

Edukt 4

HCID 280Carbon DioxideHCID 7850Allyl chlorideHCID 90154-MethoxyphenolHCID 12021Dimethyl Carbonate

Produkt 2

HCID 84764Carbonic acid, di-2-propen-1-yl esterAusbeute 3,4 %HCID 534788Methyl 2-propen-1-yl carbonateAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 76564Tetrabutylphosphonium bromideKatalysator

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

The reaction conditions of Example 1 are substantially repeated employing allyl chloride (76.5 g, 1.0 mole), dimethyl carbonate (90.0 g, 1.0 mole), tetra-n--butylphosphonium bromide (6.78 g, 0.02 mole) and p-methoxyphenol (0.5 g, 0.004 mole) polymerization inhibitors. After heating for 7 hours at 150° C. and 600 psi carbon dioxide pressure, the reactor is cooled to room temperature and vented. Distillation gives 29.0 g (25 percent yield) of allyl methyl carbonate having b.p. of 79° C.-80° C. (150 torr) and 4.8 g (3.4 percent yield) of diallyl carbonate having b.p. of 107° C.-108° C. (150 torr).

Aufarbeitung

  1. customThe reaction conditions of Example 1
  2. distillationDistillation

Quellen und Nachweise

ORD-Eintrag
ord-fd00ddcaa05845dc807792b6bd347ae6
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04658041

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