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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388205Generated: October 29, 2026

Formaldehyde → HCID 44608331, compound

https://huagongshe.com/reaction/388205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPiperidin-4-olHCID 79341—
ReactantWogoninHCID 5281703—
SolventMethanolHCID 887—
ProductHCID 44608331HCID 44608331—

Reaction Conditions

Temperature50 °C

Reaction Steps

The mixture of Wogonin (28.4 g), methanol (350 ml), 37% formaldehyde solution (8.04 ml), 4-hydroxy-piperidine (10.2 g) was stirred under for 4 hours at 50° C., then precipitates were removed by filtration and washed several times with methanol, after drying under reduced pressure at 65° C. to get the product as orange red solid 38.5 g of purity 99.4%. MS: (API-ES) m/z 398.5 [M+H]+420.5 [M+Na]+; 1H NMR (DMSO-d6, 400 MHz): δ 8.05˜8.06 (m, 2H, Ar-2′,6′-H), 7.60˜7.61 (m, 3H, Ar-3′,4′,5′-H), 6.90 (s, 1H, 3-H), 3.94 (s, 2H, CH2), 3.83 (s, 3H, 8-OCH3), 3.65-3.67 (m, 1H, CH), 2.62, 2.98 (m, 4H, CH2), 1.51, 1.83 (m, 4H, CH2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377895B2
Source datasetuspto-grants-2013_02
ORD IDord-393bfda58eca478196d1a0d83a8eabd8
Source noteuspto-grants-2013_02