Reacción #79588

Ecuación de reacción

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

Disolventes

carbitol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONA mixture of 430 mg
2. 2
   Temperaturato reflux
3. 3
   Temperaturarefluxed for 21 hours
4. 4
   Temperaturacooled
5. 5
   Filtraciónfiltered
6. 6
   workup.ADDITIONThe filtrate was diluted with water
7. 7
   Extracciónextracted well with ethyl acetate
8. 8
   LavadoThe organic phase was washed with brine
9. 9
   Secadodried over sodium sulfate
10. 10
    Otroevaporated in vacuo
11. 11
    OtroThe residue was triturated with dichloromethane
12. 12
    Filtraciónfiltered
13. 13
    Otroto remove solid tetrahydrocarbazole
14. 14
    OtroThe filtrate was evaporated in vacuo

Procedimiento

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%.

Fuente