Ethanol → Diethyl 2,2'-(1,3-phenylene)diacetate

HRID 499848

Reaktionsgleichung

Reaktionsgleichung von HRID 499848
[C:1](Cl)(=O)[CH3:2].[C:5]1([CH2:15][C:16]([OH:18])=[O:17])[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][C:12]([OH:14])=[O:13])[CH:6]=1.[CH2:19](O)[CH3:20]>>[C:5]1([CH2:15][C:16]([O:18][CH2:1][CH3:2])=[O:17])[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][C:12]([O:14][CH2:19][CH3:20])=[O:13])[CH:6]=1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 6367Acetyl chlorideHCID 29788m-Phenylenediacetic acid

Produkt 1

HCID 19863769Diethyl 2,2'-(1,3-phenylene)diacetate

Versuchsvorschrift

Acetyl chloride (12.5 ml, 175 mmol) was added to a suspension of 2,2′-(1,3-phenylene)diacetic acid (50.0 g, 260 mmol) in ethanol (500 ml) and the resulting solution heated to reflux for 16 hours. The reaction was cooled to room temperature and the solvent removed in vacuo. The residue was partitioned between saturated aqueous sodium hydrogencarbonate (300 ml) and ethyl acetate (500 ml). The organic phase was washed with water (200 ml). sat. aq. sodium chloride (300 ml), dried (sodium sulfate) and the solvent removed in vacuo to give the title compound as a pale yellow oil (63.5 g).

Aufarbeitung

  1. temperaturethe resulting solution heated
  2. temperatureto reflux for 16 hours
  3. customthe solvent removed in vacuo
  4. customThe residue was partitioned between saturated aqueous sodium hydrogencarbonate (300 ml) and ethyl acetate (500 ml)
  5. washThe organic phase was washed with water (200 ml)
  6. dry with materialsat. aq. sodium chloride (300 ml), dried (sodium sulfate)
  7. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b320b2d5d87944599f49c91ebb360659
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767715B2

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