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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955268Generated: October 26, 2026

4-Piperidinol, 1-methyl- → 1-Methyl-4-piperidinyl 1-phenylcyclobutanecarboxylate Hydrochloride

https://huagongshe.com/reaction/1955268

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Piperidinol, 1-methyl-HCID 66048—
Reactant1-Phenylcyclobutanecarbonyl chlorideHCID 23294892—
SolventDmso tfaHCID 20405524—
Product1-Methyl-4-piperidinyl 1-phenylcyclobutanecarboxylate HydrochlorideHCID 70274348—

Reaction Steps

The title compound was prepared in an analogous manner to that in Example 36 by reacting 1-phenylcyclobutanecarbonyl chloride with 1-methyl-4-hydroxypiperidine at 80° C. for 20 h. The yield was 0.77 g (44%); mp 203-206° C.; 1H NMR (DMSO-d6, 1% TFA) δ 1.76 (d, 2H), 1.83 (m, 1H), 1.96 (m, 2H), 2.05 (t, 1H), 2.41-2.51 (m, 2H), 2.53-2.85 (m, 6H), 3.03 (q, 1H), 3.20 (d, 1H), 3.34 (d, 1H), 4.8 (m, 0.4H), 4.93 (m, 0.6H), 7.23-7.40 (m, 5H). Anal. (C17H23NO2.HCl) C, H. N. The compound exists in two forms in DMSO-TFA solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06124354
Source datasetuspto-grants-2000_09
ORD IDord-ab88e7ea7de549dd8b94e56c40b84f89
Source noteuspto-grants-2000_09