반응 #417961

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N-(3-Hydroxy-4-(1-hydroxybutyl)phenyl)acetamide

Psi

→

title compound

수율 70.0%

N-(4-butyl-3-hydroxyphenyl)acetamide

수율 70.0%

용매

반응 조건

후처리

1. 1
   여과Upon completion the reaction was filtered over celite
2. 2
   workup.ADDITIONdiluted
3. 3
   기타The acetic acid was removed in vacuo
4. 4
   workup.ADDITIONThe resulting oil was diluted with ethyl acetate
5. 5
   세척was washed three times with water
6. 6
   건조The organic layer was dried over sodium sulfate
7. 7
   농축concentrated in vacuo
8. 8
   기타The crude compound was purified via flash chromatography with 100% ethyl acetate

실험 절차

N-(3-Hydroxy-4-(1-hydroxybutyl)phenyl)acetamide (184 g) was reduced in 20 g batches by dissolving it in de-oxygenated acetic acid (210 mL) in the presence of 10% Pd/C (7 g) at 60 Psi in a Parr hydrogenator for eleven hrs. Upon completion the reaction was filtered over celite and diluted. The acetic acid was removed in vacuo. The resulting oil was diluted with ethyl acetate and was washed three times with water and once with brine. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude compound was purified via flash chromatography with 100% ethyl acetate to obtain the title compound in 70% yield (120 g) as a waxy tan solid.

출처