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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392745Generated: October 26, 2026

1,2-Dibromoethane → (1RS,2RS,4SR)-2-dimethylaminomethyl-4-isobutoxy-(3-methylsulphanyl-phenyl)-cyclohexanol hydrochloride

https://huagongshe.com/reaction/2392745

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromoethaneHCID 7839—
Reactant3-BromothioanisoleHCID 2735627—
Reactant2-Dimethylaminomethyl-4-isobutoxy-cyclohexanone hydrochlorideHCID 18980500—
ReactantChlorotrimethylsilane waterHCID 86753056—
SolventDiethyl EtherHCID 3283—
Product(1RS,2RS,4SR)-2-dimethylaminomethyl-4-isobutoxy-(3-methylsulphanyl-phenyl)-cyclohexanol hydrochlorideHCID 1898048332%

Reaction Steps

Compound (22) was reacted with 1-bromo-3-methylsulphanyl-benzene corresponding to the conditions described in Example 1. In departure from the conditions described in Example 1, ether was used as the solvent and 1,2-dibromoethane was added to the batch in order to increase the yield. The crude product obtained was purified with diisopropyl ether via a silica gel column, and was taken up in tetrahydrofuran/ether. The crystals obtained after adding trimethylchlorosilane/water were recrystallised from ethyl acetate. Compound (23) was obtained in a yield of 32% theoretical.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05801201
Source datasetuspto-grants-1998_09
ORD IDord-677f11368ebe4dfa8730a75190011983
Source noteuspto-grants-1998_09