Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tryptamine | HCID 1150 | — |
| Reactant | (3-Methoxyphenyl)acetic acid | HCID 15719 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 20299769 | HCID 20299769 | 84.8% |
Reaction Steps
A mixture of 29 g of tryptamine and 30 g of 3-methoxy-phenylacetic acid was heated at 200° C. for one hour and after cooling the mixture to 50° C., the mixture was dissolved in 200 ml of ethyl acetate. The organic phase was washed successively with N hydrochloric acid, with water, with 2 N sodium hydroxide and with water and was dried and evaporated to dryness. The 59 g of red oil were crystallized from ether and the mixture was vacuum filtered. The product was dried to obtain 47.2 g of 3-methoxy-N-[2-(1H-indol-3-yl)-ethyl]-benzeneacetamide in the form of a beige solid melting at 78° C. which was used as is for the next step. A sample recrystallized from ether melted at 82° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04242355 |
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| Source dataset | uspto-grants-1980_12 |
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| ORD ID | ord-f0ab3d9f6ac540e7b309e9b0ed2f160a |
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| Source note | uspto-grants-1980_12 |
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