Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Isoamyl Nitrite | HCID 8053 | — |
| Reactant | HCID 10837375 | HCID 10837375 | — |
| Catalyst | copper(I) bromide | HCID 24593 | — |
| Solvent | Bromoform | HCID 5558 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19431936 | HCID 19431936 | — |
Reaction Steps
1 g of 3-amino-6-benzyloxy-4-methoxymethyl-β-carboline in 32 ml of bromoform is mixed with 0.6 ml of HBr/glacial acetic acid (33%) and 5 g of PGE200. 0.46 ml of isoamylnitrite is added at 9° C. and it is maintained for 30 minutes at this temperature. Then 0.56 g of copper(I) bromide is added to this batch. After heating of the batch to room temperature it is diluted with methylene chloride within one hour and extracted once each with dilute ammonia solution and with water. The organic phase is dried, filtered and concentrated by evaporation. The residue is chromatographed on silica gel with methylene chloride: ethanol=15:1. The corresponding combined fractions are concentrated by evaporation and absorptively precipitated with ethyl acetate/hexane. 0.54 g of 3-bromo-6-benzyloxy-4-methoxymethyl-β-carboline is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05543519 |
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| Source dataset | uspto-grants-1996_08 |
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| ORD ID | ord-600592837c93491bb682924f1b5726ab |
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| Source note | uspto-grants-1996_08 |
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