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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 486377Generated: October 29, 2026

Sulfuric Acid → 6-chloro-2,3,4,5-tetrahydro-7,8-dimethoxy-1-(4-methoxyphenyl)-1H-3-benzazepine

https://huagongshe.com/reaction/486377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantN-[2-Hydroxy-2-(4-methoxyphenyl)ethyl]-2-(2-chloro-3,4-dimethoxyphenyl)ethylamineHCID 3018199—
SolventTrifluoroacetic acidHCID 6422—
Product6-chloro-2,3,4,5-tetrahydro-7,8-dimethoxy-1-(4-methoxyphenyl)-1H-3-benzazepineHCID 645544883.5%

Reaction Steps

7.87 g of N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-2-(2-chloro-3,4-dimethoxyphenyl)ethylamine was dissolved in 59 ml of CF3COOH. 1.7 ml of concentrated H2SO4 was added to the solution and the reaction was conducted for 4 hours. After the completion of the reaction followed by concentration under reduced pressure, 100 ml of CHCl3 and 50 ml of 10% NaOH were added to the residue to conduct extraction. The extract was washed with water, dehydrated over MgSO4 and concentrated to dryness under reduced pressure to obtain 6.25 g (yield: 83.5%) of 6-chloro-2,3,4,5-tetrahydro-7,8-dimethoxy-1-(4-methoxyphenyl)-1H-3-benzazepine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05292521
Source datasetuspto-grants-1994_03
ORD IDord-9cf2b4aea8284db2b40d8336ca073cb3
Source noteuspto-grants-1994_03