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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481890Generated: October 27, 2026

Piperidine → 5,6-Dihydro-4-hydroxy-3-(2-methoxyphenylthio)-6,6-diphenyl-2H-pyran-2-one

https://huagongshe.com/reaction/481890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantThioguaiacolHCID 23642—
Reactant3-bromo-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-oneHCID 54721560—
SolventDichloromethaneHCID 6344—
Product5,6-Dihydro-4-hydroxy-3-(2-methoxyphenylthio)-6,6-diphenyl-2H-pyran-2-oneHCID 54721644—

Reaction Steps

The title compound was prepared as described in General Method 6 from 1.5 mmol of 3-bromo-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one (prepared in example AAA), 1.6 mmol of 2-methoxybenzenethiol, and 1.6 mmol of piperidine in 25 mL of dichloromethane. The product was chromatographed on silica gel, eluting first with chloroform and then with 5% methanol in chloroform, to give the title compound (m.p. 170°-172° C. dec.). 1H NMR (DMSO-d6) δ3.76 (bs, 5H), 5.44 (dd, 1H), 6.26 (t, 1H), 6.85 (m, 1H), 6.91 (t, 1H), 7.34-7.50 (m, 10H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789440
Source datasetuspto-grants-1998_08
ORD IDord-da14991f90304c14bfc7437ced2abdfd
Source noteuspto-grants-1998_08