p-Toluenesulfonic acid → Methyl 2-(2-formylphenyl)acetate

HRID 487145Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 487145
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=[O:11])=[O:2].[C:13]1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([O:12][CH3:13])=[O:11])=[O:2]

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 5289058Ortho-formylphenylacetic acid

Produkt 1

HCID 12241427Methyl 2-(2-formylphenyl)acetateAusbeute 18.652 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

24.0 g (0.15 mole) of 2-formylphenylacetic acid and 0.1 g of p-toluenesulfonic acid in 250 ml of methanol are refluxed for 2 hours. Thereafter, the solution is evaporated down, the residue is taken up in diethyl ether and the solution is washed with dilute HCl. The organic phase is separated off, dried over MgSO4 and evaporated down. The residue is purified by distillation (90° C., 0.4 mbar). 19.3 g (74%) of methyl 2-formylphenylacetate are obtained as a colorless liquid in this manner.

Aufarbeitung

  1. customThereafter, the solution is evaporated down
  2. washthe solution is washed with dilute HCl
  3. customThe organic phase is separated off
  4. dry with materialdried over MgSO4
  5. customevaporated down
  6. distillationThe residue is purified by distillation (90° C., 0.4 mbar)

Quellen und Nachweise

ORD-Eintrag
ord-e3abc77e48d24c5991469b91f47c5820
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05294628

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