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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1077560Generated: November 2, 2026

Hydrogen Bromide → HCID 19431936, compound

https://huagongshe.com/reaction/1077560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantIsoamyl NitriteHCID 8053—
ReactantHCID 10837375HCID 10837375—
Catalystcopper(I) bromideHCID 24593—
SolventBromoformHCID 5558—
SolventDichloromethaneHCID 6344—
ProductHCID 19431936HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05543519
Source datasetuspto-grants-1996_08
ORD IDord-600592837c93491bb682924f1b5726ab
Source noteuspto-grants-1996_08