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ChemicalBook CAS DataBase List 3-(4-Chloro-1-hydroxybutyl)-1H-indole-5-carbonitrile
1451194-34-5

3-(4-Chloro-1-hydroxybutyl)-1H-indole-5-carbonitrile synthesis

2synthesis methods
3-(4-chlorobutanoyl)-1H-indole-5-carbonitrile

276863-95-7
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3-(4-Chloro-1-hydroxybutyl)-1H-indole-5-carbonitrile

1451194-34-5
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Yield:1451194-34-5 73.5%

Reaction Conditions:

with sodium tetrahydroborate;water;sodium hydroxide in tetrahydrofuran at 30 - 35; for 3 h;

Steps:

2 Synthesis of the Intermediate Compound 3-(4-Chloro-1-hydroxybutyl)-1H-indol-5-carbonitrile

3-(4-Chlorobutyryl)-1H-indol-5-carbonitrile58 gTetrahydrofuran116 gDistilled water11.6 gHeat at 30-35° C., then add a separately prepared solution of:Distilled water29 g30% NaOH0.3 gSodium borohydride7 gStir at 35° C. for 3 hours then addMethylene chloride116 gStir at 35° C., separate the lower organic phase then dry then addMethanol72.5 gDistilled water29 gStir at 35° C. to crystallization, cool at 5° C., filter and wash withDistilled water11.6 gDryThere are obtained 43 g; Yield: 73.5%

References:

US2013/225818,2013,A1 Location in patent:Paragraph 0077; 0078

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