Acetyl chloride → Benzoic acid, 3-methoxy-4-methyl-, methyl ester

HRID 330142

Reaktionsgleichung

Reaktionsgleichung von HRID 330142
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:6]([OH:8])=[O:7].[C:13](Cl)(=O)C>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:6]([O:8][CH3:13])=[O:7]

Komponenten

4

Edukt 2

HCID 6367Acetyl chlorideHCID 815794-Methyl-m-anisic acid

Produkt 1

HCID 591123Benzoic acid, 3-methoxy-4-methyl-, methyl esterAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 3-methoxy-4-methylbenzoic acid (6.0 g) in methanol (120 ml) was treated with acetyl chloride (6 ml) and stirred for 36 hours. The solution was evaporated. The residue was dissolved in methanol (100 ml) and the solution evaporated. This procedure was repeated to give methyl 3-methoxy-4-methylbenzoate (6.34 g, 98%) as a colorless oil; NMR (80 MHz, CDCl3): 2.2(s, 3H, CH3), 3.9(2s, 6H, 2×OCH3), 7.1(d, 1H), 7.5(m, 2H).

Aufarbeitung

  1. customThe solution was evaporated
  2. dissolutionThe residue was dissolved in methanol (100 ml)
  3. customthe solution evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1337eee3efaa4aa7ba9e927d7718e6ca
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04894386

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