Claims
- 1. A process for the manufacture of N-substituted indoles, which comprises treating indole or mono- or disubstituted indole substituted with alkyl or alkoxy with 1 to 4 carbon atoms, halogen, phenyl, tolyl, chlorophenyl or methoxyphenyl with non-aqueous alkali hydroxide in dimethyl sulfoxide, dimethyl formamide or dimethyl acetamide, and subsequently reacting with an alkylating agent which is a member selected from the group consisting of an alkyl halide with up to 18 carbon atoms, an alkenyl halide with up to 18 carbon atoms, a benzyl halide, an alkene of the formula
- CH.sub.2 = CH - Y
- in which Y is cyano, carboxy or carbalkoxy with 1 to 4 carbon atoms in the alkoxy radical, and an epoxide of the formula ##STR11## in which R.sub.4 is alkyl with 1 to 4 carbon atoms or halogenalkyl with 1 to 4 carbon atoms, whereby 100% to 150% of the stoichiometrically requisite amount of the alkylating agent is used and the process is carried out at temperatures of up to 50.degree. C and in the substantial absence of water.
- 2. A process according to claim 1, wherein starting materials are indoles which carry as substituents alkyl or alkoxy of 1 to 4 carbon atoms, phenyl, toluyl, chlorophenyl or methoxy phenyl.
- 3. A process according to claim 1, wherein staring material is 2-methyl-indole.
- 4. A process according to claim 1, wherein the process is carried out in dimethyl sulphoxide.
- 5. A process according to claim 1, wherein the alkylating agent is ethyl bromide or ethyl chloride.
- 6. A process according to claim 1, wherein the alkylating agent is n-octyl bromide.
Priority Claims (1)
Number |
Date |
Country |
Kind |
17240/71 |
Nov 1971 |
CH |
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Parent Case Info
This is a continuation-in-part of our patent application Ser. No. 306,754, filed Nov. 15, 1972, now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3478208 |
Horrocks et al. |
Nov 1969 |
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Non-Patent Literature Citations (1)
Entry |
Hobbs et al., "J.A.C.S.", vol. 84, pp. 45 and 49 (1962). |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
306754 |
Nov 1972 |
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