Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 13799189 | HCID 13799189 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23047388 | HCID 23047388 | — |
Reaction Steps
3.3 g of 5-benzyloxy-4-methoxymethyl-9-tosyl-β-carboline-3-carboxylic acid ethyl ester is suspended in 25 ml of absolute tetrahydrofuran (THF) and cooled to -60° C. under an N2 atmosphere. To this suspension is added dropwise 5.2 ml of a 1.5-molar ethereal methyllithium solution and the mixture is stirred for another 2 hours at -60° C. After heating to room temperature, the reaction mixture is combined with saturated ammonium chloride solution and extracted with ethyl acetate. The crude product is purified by chromatography on silica gel with toluene+ethyl acetate in a ratio of 95:5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04933345 |
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| Source dataset | uspto-grants-1990_06 |
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| ORD ID | ord-e581a163e7284f0b8692e7da98324398 |
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| Source note | uspto-grants-1990_06 |
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