JPS5618962A - Preparation of 4-alkylindole - Google Patents
Preparation of 4-alkylindoleInfo
- Publication number
- JPS5618962A JPS5618962A JP9428579A JP9428579A JPS5618962A JP S5618962 A JPS5618962 A JP S5618962A JP 9428579 A JP9428579 A JP 9428579A JP 9428579 A JP9428579 A JP 9428579A JP S5618962 A JPS5618962 A JP S5618962A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- alkyl
- alkoxycarbonylpyrrole
- reacting
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Landscapes
- Indole Compounds (AREA)
Abstract
PURPOSE: To prepare the titled compound useful as an intermediate of a 4-substituted indole compound having remarkable pharmaceutical activity, e.g. ergot, by cyclizing a 1-alkoxycarbonylpyrrole derivative in the presence of an acid catalyst.
CONSTITUTION: The objective compound of formula III (R1 is alkyl which may have an oxygen-substituent group) is prepared, in high yield, by hydrolyzing a compound of formula II (R2 is lower alkyl) with caustic alkali in methanol. The compound of formula II can be obtained by reacting 1 mole of a 1-alkoxycarbonylpyrrole derivative of formula I with 3W5 moles of tin tetrachloride in the presence of an acid catalyst (a mineral acid or a Lewis acid) pref. in a chlorinated alkane solvent, with ice cooling under agitation; and the compound of formula I is prepared, in high yield, by reacting a compound of formula IV with an alkyl magnesium halide, and then oxidizing the reaction product with chromic anhydride.pyridine adduct.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9428579A JPS5618962A (en) | 1979-07-26 | 1979-07-26 | Preparation of 4-alkylindole |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9428579A JPS5618962A (en) | 1979-07-26 | 1979-07-26 | Preparation of 4-alkylindole |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS5618962A true JPS5618962A (en) | 1981-02-23 |
Family
ID=14105979
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9428579A Pending JPS5618962A (en) | 1979-07-26 | 1979-07-26 | Preparation of 4-alkylindole |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5618962A (en) |
-
1979
- 1979-07-26 JP JP9428579A patent/JPS5618962A/en active Pending
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