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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84083Generated: October 29, 2026

Iodoethane → N-Trifluoroacetyl-8-bromo-7-ethoxy-1-methyl-2,3, 4,5-tetrahydro-1H-3-benzazepine

https://huagongshe.com/reaction/84083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantN-Trifluoroacetyl-8-bromo-7-hydroxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepineHCID 22292819—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductN-Trifluoroacetyl-8-bromo-7-ethoxy-1-methyl-2,3, 4,5-tetrahydro-1H-3-benzazepineHCID 2229276861.2%

Reaction Steps

A solution of N-trifluoroacetyl-8-bromo-7-hydroxy-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine (0.015 g, 0.043 mmol) in dichloromethane (1 mL) was treated with ethyl iodide (0.016 g, 0.102 mmol), DBU (0.016 g, 0.102 mmol) and stirred 2 hours at 20 C. The product mixture was diluted with EtOAc (10 mL), washed with 5% aqueous HCl (5 mL), brine (5 mL), dried with Na2SO4 and concentrated. Flash chromatography (15% EtOAc in hexane, silica) resulted in 0.010 g of a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846906B2
Source datasetuspto-grants-2014_09
ORD IDord-889eb62baee3455db2ad0f502692ecb3
Source noteuspto-grants-2014_09