Reaktion #160627

Reaktionsgleichung

Ethyl 2-(3-(2,6-dimethylbenzyloxy)-4-methoxyphenyl)acetate

NaOH

→

title compound

2-(3-(2,6-Dimethylbenzyloxy)-4-methoxyphenyl)acetic acid

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated
2. 2
   workup.ADDITIONdiluted with chloroform
3. 3
   WaschenThe organic layer was washed with brine
4. 4
   Trocknendried over Na2SO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated
7. 7
   Sonstigepurified by flash chromatography on a silica gel column (chloroform:methanol 95:5 spiked with acetic acid)

Vorschrift

To a stirred solution of Ethyl 2-(3-(2,6-dimethylbenzyloxy)-4-methoxyphenyl)acetate (Step B, 7.86 g, 24 mmol) in absolute ethanol (120 ml) was added 1N NaOH (50 ml) at room temperature. The reaction mixture was stirred for 3 hours, or until all the starting material is gone, concentrated and diluted with chloroform and acidified by 1M HCl to bring the pH to 3.5-4. The organic layer was washed with brine, dried over Na2SO4, filtered, concentrated and purified by flash chromatography on a silica gel column (chloroform:methanol 95:5 spiked with acetic acid) to give the title compound as a white solid.

Quelle