Hydrochloric Acid → Ethyl 4-(phenylmethoxy)benzoate

HRID 866383Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 866383
C[Mg]I.[Mg].CI.BrC1C=CC([CH:14]([O:21][CH:22]([C:29]2[CH:34]=[CH:33][C:32](Br)=[CH:31][CH:30]=2)C2C=CC=CC=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17]C=2)=CC=1.Cl[C:37]([O:39][CH2:40][CH3:41])=[O:38].Cl>CCOCC.O>[CH2:40]([O:39][C:37]([C:19]1[CH:20]=[CH:15][C:14]([O:21][CH2:22][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)=[CH:17][CH:18]=1)=[O:38])[CH3:41]

Komponenten

9

Edukt 6

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 10928Ethyl chloroformateHCID 5462224MagnesiumHCID 15555313HCID 15555313, VerbindungHCID 178418373HCID 178418373, Verbindung

Produkt 1

HCID 191414Ethyl 4-(phenylmethoxy)benzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel3×

Versuchsvorschrift

To a solution of methyl magnesium iodide prepared from magnesium (0.72g.; 0.03 mole) and methyl iodide (1.42g.; 0.01 mole) in ether (20ml) using standard methods, 4-bromo-phenylbenzyl ether in ether (20ml) was added dropwise with stirring then stirred until reaction was complete (1hr.). Ethyl chloroformate (3.24g.; 0.03 mole) in dry ether (20ml) was then added to the reaction mixture which was then boiled under reflux for 2 hrs. After cooling the reaction mixture was allowed to stand at room temperature for two days then worked up by the addition of water (40ml) and dilute hydrochloric acid (20ml). Separation of the ether layer followed by drying (anhyd. MgSO4), yielded 4-ethoxycarbonylphenoxy phenyl methane, m.p. 45° C.

Aufarbeitung

  1. additionwas added dropwise
  2. stirringthen stirred until reaction
  3. custom(1hr.)
  4. temperatureunder reflux for 2 hrs
  5. temperatureAfter cooling the reaction mixture
  6. customSeparation of the ether layer
  7. dry with materialby drying (anhyd. MgSO4)

Quellen und Nachweise

ORD-Eintrag
ord-f43de0a0470647e9b7c84bd43f0c06de
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04098816

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