SYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE
3-(1-Hydroxy-4-chlorobenzyl)-1-methylindole (3) has been synthesised in three steps. The first step involved <br /> methylation of indole to give N-methylindole (4) in 87% yield which on Vilsmeier-Haack formylation in the next step <br /> gave new ketone (S) in 67% yield. Sodium bo...
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id-itb.:7002004-02-10T14:01:55ZSYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE Santoso, Mardi Indonesia Final Project INSTITUT TEKNOLOGI BANDUNG https://digilib.itb.ac.id/gdl/view/700 3-(1-Hydroxy-4-chlorobenzyl)-1-methylindole (3) has been synthesised in three steps. The first step involved <br /> methylation of indole to give N-methylindole (4) in 87% yield which on Vilsmeier-Haack formylation in the next step <br /> gave new ketone (S) in 67% yield. Sodium borohydride reduction of the new carbonyl compound (S) in the last step <br /> afforded the new indole alcohol (3) in 99% yield. Treatment of the secondary alcohol (3) with p-toluene sulfonic <br /> acid has been examined which afford di-(1-methylindol-3 yl)-(p-chlorophenyl)methane (7) in 71% yield. text |
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3-(1-Hydroxy-4-chlorobenzyl)-1-methylindole (3) has been synthesised in three steps. The first step involved <br />
methylation of indole to give N-methylindole (4) in 87% yield which on Vilsmeier-Haack formylation in the next step <br />
gave new ketone (S) in 67% yield. Sodium borohydride reduction of the new carbonyl compound (S) in the last step <br />
afforded the new indole alcohol (3) in 99% yield. Treatment of the secondary alcohol (3) with p-toluene sulfonic <br />
acid has been examined which afford di-(1-methylindol-3 yl)-(p-chlorophenyl)methane (7) in 71% yield. |
| format |
Final Project |
| author |
Santoso, Mardi |
| spellingShingle |
Santoso, Mardi SYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE |
| author_facet |
Santoso, Mardi |
| author_sort |
Santoso, Mardi |
| title |
SYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE |
| title_short |
SYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE |
| title_full |
SYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE |
| title_fullStr |
SYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE |
| title_full_unstemmed |
SYNTHESIS AND ACID CATALYSED CONDENSATION OF 3-(1-HYDROXY-4-CHLOROBENZYL) -1-METHYLINDOLE |
| title_sort |
synthesis and acid catalysed condensation of 3-(1-hydroxy-4-chlorobenzyl) -1-methylindole |
| url |
https://digilib.itb.ac.id/gdl/view/700 |
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