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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979477Generated: October 27, 2026

Piperidine → 7-Methoxy-3-piperidino-2,2-dimethylbenzofuran

https://huagongshe.com/reaction/979477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantSodium BicarbonateHCID 516892—
Reactant7-Methoxy-3-hydroxy-2,2-dimethylbenzofuranHCID 14126648—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product7-Methoxy-3-piperidino-2,2-dimethylbenzofuranHCID 14126649—

Reaction Conditions

Temperature0 °C

Reaction Steps

Triethylamine (29 ml) is added to a stirred solution of the product obtained in Step 4. (25.4 g) in methylene chloride (560 ml) at RT under nitrogen. Methanesulfonyl chloride (11.1 ml) is added dropwise to the mixture which is cooled to 0° C. The mixture is stirred for 3 hours at RT, cooled to 0° C., piperidine (128 ml) added and stirring continued at RT overnight. Sat'd aq. sodium bicarbonate is added to the mixture, the phases separated and the organic phase washed with sodium bicarbonate, sat'd NaCl, dried, filtered and evaporated in vacuo. The residue is dissolved in toluene and evaporated in vacuo affording the desired product as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04668673
Source datasetuspto-grants-1987_05
ORD IDord-8e021043f56645489cee095d3bd3ccea
Source noteuspto-grants-1987_05