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

HRID 1655366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1655366
[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-88fa2617786a4a50a7d2149b3462f5be
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05250553

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