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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087045Generated: October 31, 2026

Dimethylformamide → 2-[[1-(Phenylmethyl)-4-piperidinyl]oxy]pyridine

https://huagongshe.com/reaction/1087045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-FluoropyridineHCID 9746—
ReactantSodium hydrideHCID 24758—
Reactant1-Benzylpiperidin-4-olHCID 78461—
SolventWaterHCID 962—
Product2-[[1-(Phenylmethyl)-4-piperidinyl]oxy]pyridineHCID 14678958106.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 60.65 H (318 mmoles) 1-phenylmethyl-4-piperidinol, 500 ml dimethylformamide, 46.25 g, that is 41 ml (475 mmoles) 2-fluoropyridine and 17 g 50% sodium hydride in mineral oil is heated at 100° C. for 1 h. The mixture is cooled in an ice bath, 20 ml water are added, the mixture is stirred for 30 min and concentrated to a residual volume of about 200 ml. 1 1 iced water is added, the mixture is stirred at 0° C. for 30 min, and the precipitate is filtered off, washed and dried. 90.71 g 1-phenylmethyl-4-(2-pyridinyloxy)piperidine are thus isolated. Melting point: 75° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05034401
Source datasetuspto-grants-1991_07
ORD IDord-57e1146c77d344e5a8aa38b712de011a
Source noteuspto-grants-1991_07