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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183443Generated: October 30, 2026

Methyl p-toluenesulfonate → HCID 22135134, compound

https://huagongshe.com/reaction/2183443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl p-toluenesulfonateHCID 6645—
ReactantSodium hydrideHCID 24758—
ReactantSodium BicarbonateHCID 516892—
Reactant1-N-Boc-4-(N-cbz-aminomethyl)piperidineHCID 11792026—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 22135134HCID 2213513480.4%

Reaction Conditions

Temperature6 °C

Reaction Steps

A solution of 4-(benzyloxycarbonylaminomethyl)-1-Boc-piperidine (0.360 g, 1.03 mmol) in DMF (10 mL) was treated with sodium hydride (60%, 0.050 g, 1.25 mmol). After 0.5 h, methyl tosylate (0.18 mL, 1.20 mmol) was added and the mixture heated to 6° C. After 12 h, the mixture was poured into EtOAc and saturated aqueous sodium bicarbonate. The combined extracts were washed with water, brine and concentrated to afford 0.300 g (79%) the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900196B2
Source datasetuspto-grants-2005_05
ORD IDord-ee56497aaf904b80ab1f8be711451b13
Source noteuspto-grants-2005_05