Reaktion #352220

Reaktionsgleichung

hydrochloric acid

ethyl 2-butyl-4-(1-ethyl-1-hydroxypropyl)-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate

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title compound

Ausbeute 83.6%

2-Butyl-4-(1-ethyl-1-hydroxypropyl)-1-{4-[2-(tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylic acid

Ausbeute 83.6%

Lösungsmittel

diisopropyl ether

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAt the end of this time, the solvent was removed by distillation under reduced pressure
2. 2
   workup.DISSOLUTIONthe concentrate was again dissolved in 10 ml of methanol
3. 3
   workup.ADDITIONThe resulting solution was mixed with 4.28 ml of a 1N aqueous solution of sodium hydroxide
4. 4
   workup.WAITto stand overnight at room temperature
5. 5
   EinengenThe reaction mixture was then concentrated by evaporation under reduced pressure
6. 6
   Sonstigeto remove the methanol
7. 7
   workup.ADDITIONThe pH of the concentrate was adjusted to a value of 3 by the addition of dilute aqueous hydrochloric acid
8. 8
   Sonstigethe crystals which precipitated
9. 9
   Filtrationwere collected by filtration
10. 10
    SonstigeThe crystals thus obtained
11. 11
    Filtrationagain collected by filtration
12. 12
    Sonstigedried

Vorschrift

1.71 ml of 1N aqueous hydrochloric acid were added to a solution of 0.65 g of ethyl 2-butyl-4-(1-ethyl-1-hydroxypropyl)-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate [prepared as described in step (a) above] in 10 ml of methanol, and the resulting mixture was allowed to stand overnight at room temperature. At the end of this time, the solvent was removed by distillation under reduced pressure, and the concentrate was again dissolved in 10 ml of methanol. The resulting solution was mixed with 4.28 ml of a 1N aqueous solution of sodium hydroxide and then allowed to stand overnight at room temperature. The reaction mixture was then concentrated by evaporation under reduced pressure to remove the methanol. The pH of the concentrate was adjusted to a value of 3 by the addition of dilute aqueous hydrochloric acid, and the crystals which precipitated were collected by filtration. The crystals thus obtained were suspended in diisopropyl ether and then again collected by filtration and dried to give 0.35 g of the title compound, melting at 181°-183° C.

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