Reaktion #79588

Reaktionsgleichung

product

[9-benzyl-4-carbamoyl-7-methoxy-1,2,3,4-tetrahydrocarbazol-5-yl]oxyacetic acid sodium salt

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title product

[9-benzyl-4-carbamoyl-7-methoxycarbazol-5-yl]oxyacetic acid

Lösungsmittel

carbitol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONA mixture of 430 mg
2. 2
   Temperaturto reflux
3. 3
   Temperaturrefluxed for 21 hours
4. 4
   Temperaturcooled
5. 5
   Filtrationfiltered
6. 6
   workup.ADDITIONThe filtrate was diluted with water
7. 7
   Extraktionextracted well with ethyl acetate
8. 8
   WaschenThe organic phase was washed with brine
9. 9
   Trocknendried over sodium sulfate
10. 10
    Sonstigeevaporated in vacuo
11. 11
    SonstigeThe residue was triturated with dichloromethane
12. 12
    Filtrationfiltered
13. 13
    Sonstigeto remove solid tetrahydrocarbazole
14. 14
    SonstigeThe filtrate was evaporated in vacuo

Vorschrift

A mixture of 430 mg. of the product from Example 3 Part D, 2.0 gm. of 5% Pd/C, and 20 mL of carbitol was heated to reflux and refluxed for 21 hours, cooled, and filtered. The filtrate was diluted with water, acidified with hydrochloric acid, and extracted well with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate and evaporated in vacuo. The residue was triturated with dichloromethane and filtered to remove solid tetrahydrocarbazole. The filtrate was evaporated in vacuo to give the title product, 125 mg, 31%.

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