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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176322Generated: October 31, 2026

Dimethylformamide → Tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]-phenyl}-3-{2-[2-(3-methylsulphanylpropyl)phenoxy]ethoxy}piperidine-1-carboxylate

https://huagongshe.com/reaction/1176322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium methanethiolateHCID 4378561—
ReactantTert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-(2-{2-[2-(toluene-4-sulphonyloxy)ethyl]phenoxy}-ethoxy)piperidine-1-carboxylateHCID 86609986—
Solventtert-Butyl methyl etherHCID 15413—
ProductTert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]-phenyl}-3-{2-[2-(3-methylsulphanylpropyl)phenoxy]ethoxy}piperidine-1-carboxylateHCID 68571833—

Reaction Steps

A solution of 0.50 g of tert-butyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-(2-{2-[2-(toluene-4-sulphonyloxy)ethyl]phenoxy}ethoxy)piperidine-1-carboxylate (Example 26b) and 0.55 g of sodium methanethiolate in 5 ml of N,N-dimethylformamide is stirred at 90° C. over 1 hour. The reaction mixture is cooled to room temperature, diluted with tert-butyl methyl ether, washed with saturated aqueous sodium bicarbonate solution, dried with sodium sulphate and concentrated by evaporation. The crude title compound is obtained as a colourless oil from the residue. Rt=6.53.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842688B2
Source datasetuspto-grants-2010_11
ORD IDord-3c41122527f44880af51c7d4fc156fce
Source noteuspto-grants-2010_11