반응 #160627

반응 방정식

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

NaOH

→

title compound

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

용매

ethanol

반응 조건

후처리

1. 1
   농축concentrated
2. 2
   workup.ADDITIONdiluted with chloroform
3. 3
   세척The organic layer was washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타purified by flash chromatography on a silica gel column (chloroform:methanol 95:5 spiked with acetic acid)

실험 절차

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.

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