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1-Butanol → Diethyl Carbonate

HRID 2115596
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2115596
[O-:1][CH2:2][CH2:3][CH2:4][CH3:5].[O-:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:11]([Sn+2]CCCC)[CH2:12][CH2:13][CH3:14].[CH2:20]([OH:24])CCC.C(O)C.[C:28](=[O:30])=[O:29].C(O)C.[C:34](=[O:36])=[O:35]>>[C:28](=[O:29])([O-:30])[O:1][CH:2]([CH2:9][CH3:10])[CH2:3][CH2:4][CH3:5].[C:34](=[O:35])([O:36][CH2:11][CH2:12][CH2:13][CH3:14])[O:1][CH2:2][CH2:3][CH2:4][CH3:5].[C:20](=[O:24])([O:1][CH2:2][CH3:3])[O:6][CH2:7][CH3:8]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 5

HCID 2631-ButanolHCID 280Carbon Dioxide3×HCID 702EthanolHCID 19604758Methanedione--ethanol (1/1)HCID 86597558Di-n-butyldi-n-butoxytin

Produkt 3

HCID 7766Diethyl Carbonate
HCID 68333
Dibutyl carbonate
HCID 86597557HCID 86597557, Verbindung

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

Into a 10-ml high pressure reactor (manufactured and sold by Thar Designs Inc., U.S.A) equipped with a valve were charged 1.48 g (4 mmol) of dibutyltin dibutoxide (manufactured and sold by Aldrich, U.S.A.), 2.22 g (30 mmol) of butanol (manufactured and sold by Wako Pure Chemical Industries Ltd., Japan; a dehydrated grade), 1.38 g (30 mmol) of ethanol (manufactured and sold by Wako Pure Chemical Industries Ltd., Japan; a dehydrated grade) and a SUS ball (which was for use in stirring the contents of the reactor). The inside of the reactor was cooled to about −68° C. with a dry ice/ethanol mixture. Then, from a carbon dioxide gas bomb, 2.0 g of a high purity carbon dioxide gas, the pressure of which was lowered to about 2 MPa by means of a pressure regulator connected to the carbon dioxide gas bomb, was gently introduced into the high pressure reactor. Thereafter, the reactor was placed in an oil bath which was maintained at 150° C., and shaken for 22 hours. After that period, the inside of the reactor was cooled to about 20° C., and the internal pressure of the reactor was returned to atmospheric pressure by gently purging an excess amount of the carbon dioxide gas, thereby obtaining a transparent reaction mixture. In the reaction mixture, ethylbutyl carbonate, dibutyl carbonate and diethyl carbonate were obtained in yields of 25%, 10% and 6%, respectively.

Aufarbeitung

  1. customInto a 10-ml high pressure reactor (manufactured and sold by Thar Designs Inc., U.S.A) equipped with a valve
  2. additionwas gently introduced into the high pressure reactor
  3. customThereafter, the reactor was placed in an oil bath
  4. stirringshaken for 22 hours
  5. waitAfter that period
  6. temperaturethe inside of the reactor was cooled to about 20° C.
  7. customby gently purging an excess amount of the carbon dioxide gas
  8. customobtaining a transparent reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-6a96b64cb75945a097e0182b14dfe755
Quelldatensatz
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07435842B2

Notizen zur Reaktion

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