Carbon Dioxide → Ethyl 4-(2-bromoethoxy)benzoate

HRID 839842Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 839842
[Br:1][CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#N)=[CH:7][CH:6]=1.Cl.N=O.C([O-])(O)=[O:17].[Na+].C(=O)=O.[CH3:24][CH2:25][O:26]CC>C(O)C.O.CCOCC>[CH2:25]([O:26][C:9](=[O:17])[C:8]1[CH:11]=[CH:12][C:5]([O:4][CH2:3][CH2:2][Br:1])=[CH:6][CH:7]=1)[CH3:24]

Komponenten

9

Edukt 6

HCID 280Carbon DioxideHCID 313Hydrochloric Acid2×HCID 945NitroxylHCID 3283Diethyl EtherHCID 516892Sodium BicarbonateHCID 24522124-(2-Bromoethoxy)benzonitrile

Produkt 1

HCID 12708668Ethyl 4-(2-bromoethoxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 21584184Diethylether waterLösungsmittel

Versuchsvorschrift

A solution of 68 g of 4-(2-bromethoxy)-benzonitrile in 500 ml of absolute ether and 50 ml of absolute ethanol was saturated with dry hydrogen chloride while cooling with ice. After standing for three days in the refrigerator the precipitated hydrochloride of the imino ether was suctionfiltered, suspended in water/ether and NaHCO3 was added while stirring until the development of CO2 was finished. The organic phase was dried with MgSO4 and the solvent was evaporated under reduced pressure. 100 ml of absolute ethanol and 3 ml of concentrated sulfuric acid were added to the residue and the whole was heated to the boiling point for 1 hour.

Aufarbeitung

  1. temperaturewhile cooling with ice
  2. dry with materialThe organic phase was dried with MgSO4
  3. customthe solvent was evaporated under reduced pressure
  4. addition100 ml of absolute ethanol and 3 ml of concentrated sulfuric acid were added to the residue
  5. temperaturethe whole was heated to the boiling point for 1 hour

Quellen und Nachweise

ORD-Eintrag
ord-a34cba2c7c904c83857c60bcbcf104d3
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04097496

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